- Efficient Ce(NO3)3·6H2O-catalyzed solvent-free synthesis of 3,4-dihydropyrimidin-2(1H)-ones
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Cerium(III) nitrate hexahydrate efficiently catalyzes the three-component Biginelli reaction under solvent-free conditions of an aldehyde, a β-keto ester or β-diketone and urea or thiourea to afford the corresponding 3,4-dihydropyrimidin-2(1H)-ones or -th
- Adib, Mehdi,Ghanbary, Khadijeh,Mostofi, Manizheh,Ganjali, Mohammad Reza
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- Anhydrous magnesium sulfate mediated solvent-free synthesis of dihydropyrimidin-2(1H)-ones at ambient temperature
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An anhydrous magnesium sulfate mediated solvent-free protocol is described for the synthesis of dihydropyrimidinones (Biginelli compounds) at ambient temperature. CSIRO 2007.
- Pore,Desai,Thopate,Wadgaonkar
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- FeCl36H2O-Catalyzed Conversion of acylals to dihydropyrimidinones under microwave conditions: A new procedure for the Biginelli reaction
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FeCl36H2O efficiently catalyzed the three-component condensation reaction of acylals, ethyl acetoacetate, and urea or thiourea to afford the corresponding 3,4-dihydropyrimidin-2(1H)-ones in good yields under solvent-free and microwav
- Majd, Mahdieh Mozaffari,Saidi, Kazem,Khabazzadeh, Hojatollah
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- Sodium tetrafluoroborate as a new and highly efficient catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones and thiones
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Sodium tetrafluoroborate (NaBF4) is found to catalyze the three component condensation of an aldehyde, 1,3-dicarbonyl compound and urea or thiourea to afford the corresponding 3,4-dihydropyrimidin-2(1H)-ones and thiones in high yields. This met
- Bandgar,Kamble,Bavikar,Dhavane, Abasaheb
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- Calix[8]arene sulfonic acid catalyzed three-component reaction for convenient synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones under ultrasonic irradiation
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In this work, the catalytic activity of calix[8]arene sulfonic acid was successfully investigated for the famous Biginelli reaction. Under ultrasonic irradiation, calix[8]arene sulfonic acid could efficiently catalyzed the three-component reaction of alde
- An, Lin,Han, Li-Li,Wang, Zu-Jian,Huang, Tong-Hui,Zhu, Hui-Dong
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- Zirconium(IV) 4-sulphophenylethyliminobismethylphosphonate as an efficient and reusable catalyst for one-pot synthesis of 3,4-dihydropyrimidones under solvent-free conditions
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Zirconium(IV) 4-sulphophenylethyliminobismethylphosphonate (ZSBEDP) was prepared and characterised by elemental analysis, IR, TG-DSC, and XRD. ZSBEDP was found to be an efficient catalyst for the Biginelli reaction of aromatic aldehyde, ethyl acetoacetate
- Yang, Xin-Bin,Fu, Xiang-Kai,Huang, Yu,Zeng, Ren-Quan
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- 3,4-Hydropyrimidin-2-(1H)one derivatives: Solid silica-based sulfonic acid catalyzed microwave-assisted synthesis and their biological evaluation as antihypertensive and calcium channel blocking agents
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Microwave assisted simple, efficient procedure for one-pot Biginelli condensation reaction of aldehydes, β-ketoesters, and urea or thiourea in solvent-free condition employing solid silica-based sulfonic acid as a novel, heterogeneous reusable catalyst is
- Jetti, Srinivasa Rao,Upadhyaya, Amitbodh,Jain, Shubha
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- Iron (III) phosphate dihydrate - Catalyzed one-pot synthesis of dihydropyrimidinones and thiones: An improved procedure for the Biginelli reaction
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A fast and high yielding one-pot synthesis of 3,4-dihydropyrimidin-2(1H)- ones with various aliphatic and aromatic aldehydes using FePO 4.2H2O as heterogeneous catalyst was carried out in acetonitrile.
- Heravi, Majid M.,Behbahani, Farahnaz K.,Zadsirjan,Oskooie, Hossien A.
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- Synthesis of 1-alkyl triazolium triflate room temperature ionic liquids and their catalytic studies in multi-component Biginelli reaction
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Synthesis of three Brnsted acid-based ionic liquids, namely, 1-ethyl-1,2,4-triazolium triflate (1a), 1-propyl-1,2,4-triazolium triflate (1b) and 1-butyl-1,2,4-triazolium triflate (1c), is described. These ionic liquids have been employed as catalysts for
- Nagarajan, Sankaranarayanan,Shaikh, Tanveer M.,Kandasamy, Elango
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- Bismuth subnitrate catalyzed efficient synthesis of 3,4-dihydropyrimidin- 2(1H)-ones: An improved protocol for the Biginelli reaction
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An efficient synthesis of 3,4-dihydropyrimidinones (DHPMs) using bismuth subnitrate as the catalyst for the first time from an aldehyde, β-ketoester, and urea in acetonitrile is described. This new method consistently has the advantage of excellent yields
- Reddy, Y. Thirupathi,Rajitha,Reddy, P. Narsimha,Kumar, B. Sunil,Rao
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- CoNiFe2O4@Silica-SO3H nanoparticles: New recyclable magnetic nanocatalyst for the one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones under solvent-free conditions
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A useful and green synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones derivatives were achieved by one-pot cyclocondensation between substituted aryl aldehydes, diketone/ketoester, and urea/thiourea using magnetic CoNiFe2O4@Silica-
- Karimian, Azam,Rad, Masoud Saadati,Mahdavi, Elham
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- An environmentally benign one-pot synthesis of 3,4-dihydropyrimidin-2(1H)- ones and -thiones using tetrabutylammonium hexatungstate [TBA] 2[W6O19] as a recyclable catalyst
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Tetrabutylammonium hexatungstate [TBA]2[W6O 19], an isopolytungstate, was found to be a highly efficient and recyclable heterogeneous catalyst for Biginelli reaction of ethyl acetoacetate, an aryl aldehyde, and urea or thi
- Mohammadzadeh-Dehsorkh, Neda,Davoodnia, Abolghasem,Tavakoli-Hoseini, Niloofar,Moghaddas, Maryam
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- One-Pot Synthesis of Dihydropyrimidinones/Thiones Catalyzed by White Marble a Metamorphic Rock: an Efficient and Reusable Catalyst for the Biginelli Reaction
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In this work, we report a simple, efficient and green protocol for the synthesis of dihydropyrimidinones/thiones (products of Biginelli reaction) by the use of white marble as an effective heterogeneous catalyst. Short reaction times, high product yields,
- El Mejdoubi,Sallek,Cherkaoui,Chaair,Oudadesse
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- Xanthan sulfuric acid: A new and efficient biosupported solid acid catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones
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Xanthan sulfuric acid (XSA) is employed as a recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones. These syntheses were performed via a one-pot, threecomponent condensation of aldehydes, amines, and urea/thiourea under solvent-free con
- Kuarm, B. Suresh,Madhav, J. Venu,Laxmi, S. Vijaya,Rajitha
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- PEG-SO3H as catalyst for 3,4-dihydropyrimidones via Biginelli reaction under microwave and solvent-free conditions
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An efficient and environmentally friendly process for the synthesis of 3,4-dihydropyrimidones via the Biginelli-type condensation reaction using poly(ethylene glycol)-bound sulfonic acid as catalyst irradiated by microwave has been developed. The function
- Wang, Xicun,Quan, Zhengjun,Wang, Fang,Wang, Mangang,Zhang, Zhang,Li, Zheng
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- Copper dipyridine Dichloride as a mild and efficient catalyst for a one pot condensation Bigenelli reaction
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The condensation reaction of aldehydes, β-ketoesters and urea/thiourea in presence of a catalytic amount of CuPy2Cl2 complex proceeded under very mild reaction conditions in high yield (80-90%).
- Naveen Kumar,Someshwar,Narsimha Reddy,Thirupathi Reddy,Rajitha
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- Combustion derived nanocrystalline-ZrO2 and its catalytic activity for Biginelli condensation under microwave irradiation
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Nanocrystalline zirconium(IV) oxide (nc-ZrO2) possessing high surface area was synthesized by a low temperature eco-friendly solution combustion method using a new organic fuel alanine. The powder XRD, SEM and surface area measurements were car
- Bhojegowd, Madhusudana Reddy M.,Siddaramanna, Ashoka,Siddappa, Anandakumar B.,Thimmanna, Chandrappa G.,Pasha, Mohamed A.
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- Antimony(III) chloride impregnated on alumina - An efficient and economical Lewis acid catalyst for one-pot synthesis of dihydropyrimidinones under solvent-free conditions
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The antimony(III) chloride impregnated on alumina efficiently catalyses a one-pot, three-component condensation reaction among an aldehyde, a β-ketoester, and urea or thiourea to afford the corresponding dihydropyrimidinones in good to excellent yields. T
- Kapoor, Kamal K.,Ganai, Bilal A.,Kumar, Satish,Andotra, Charanjeet S.
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- Sulfated tungstate: An alternative, eco-friendly catalyst for Biginelli reaction
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Sulfated tungstate catalyzed simple, one pot, solvent free and environmentally benign process for synthesis of dihydropyrimidinones via Biginelli reaction is described. It was found that the catalyst is reusable and exhibited remarkable activity.
- Salim, Suresh D.,Akamanchi, Krishnacharya G.
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- Microwave assisted solvent-free one pot biginelli synthesis of dihydropyrimidinone compounds on melamine-formaldehyde as a solid support
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An effective one-pot synthesis of dihydropyrimidinonoes using Melamine-formaldehyde resin supported H+ (MFRH) as an inexpensive and readily available reagent through Biginelli condensation reaction of aldehyde, 1,3-dicarbonyl compounds and (thio)urea in c
- Rezaei, Ramin,Mohammadi, Mohammad Kazem,Khaledi, Adiba
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- Bronsted acidic ionic liquid: An efficient and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones
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A novel ionic liquid, 3-carboxymethyl-1-methylimidazolium bisulfate (CMImHSO4), was synthesized and used as a recyclable catalyst for the Biginelli reaction under solvent-free conditions. High yields of various substituted 3,4-dihydropyrimidin-
- Zheng, Renwei,Wang, Xiaoxia,Xu, Hui,Du, Jingxing
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- One-pot synthesis of 3,4-dihydropyrimidine-2-(1H)-ones using CsF-Celite as catalyst
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A facile, efficient, and environmentally benign procedure for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones via the cyclocondensation reaction of aromatic aldehyde, ethyl acetoaceate, and urea catalyzed by CsF-Celite was developed. This environmentall
- Chancharunee, Sirirat,Pinhom, Pilaiwan,Pohmakotr, Manat,Perlmutter, Patrick
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- Sulfated zirconia-catalyzed synthesis of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) under solventless conditions: Competitive multicomponent Biginelli vs. Hantzsch reactions
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The catalytic ability of ZrO2/SO42- to promote solventless three-component condensation reactions of a diversity of aromatic aldehydes, urea or thoiurea and ethyl acetoacetate was studied. Products resulting from Hantzsch
- Angeles-Beltran, Deyanira,Lomas-Romero, Leticia,Lara-Corona, Victor H.,Gonzalez-Zamora, Eduardo,Negron-Silva, Guillermo
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- Efficient biocatalytic strategy for one-pot Biginelli reaction via enhanced specific effects of microwave in a circulating reactor
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A one-pot efficient biocatalytic strategy for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones was developed in a circulating microwave reactor selecting α-chymotrypsin as the promiscuous biocatalyst. In the circulating reaction system, the combination o
- Xie, Zong-Bo,Fu, Lei-Han,Meng, Jia,Lan, Jin,Hu, Zhi-Yu,Le, Zhang-Gao
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- One-pot synthesis of 3,4-dihydropyrimidin-2(1h)-ones and their sulfur derivatives with H2SO4 supported on silica gel or alumina
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The one-pot condensation of aromatic aldehydes, -dicarbonyl compounds, and urea or thiourea in the presence of H2SO4 supported on silica gel or alumina (80% m/m) in refluxing n-hexane produces 3,4-dihydropyrimidin-2(1H)-ones and their sulfur derivatives i
- Dilmaghani, Karim Akbari,Zeynizadeh, Behzad,Yari, Mahdi
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- Efficient one-pot synthetic methods for the preparation of 3,4-dihydropyrimidinones and 1,4-dihydropyridine derivatives using BNPs?SiO2(CH2)3NHSO3H as a ligand and metal free acidic heterogeneous nano-catalyst
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Heterocyclic compounds with biological and pharmacological activates like 3,4-dihydropyrimidin-2-(1H)-ones and 1,4-dihydropyridines have attracted great interest. Boehmite nanoparticles functionalized with silylpropyl sulfamic acid (BNPs?SiO2(C
- Bahrami, Kiumars,Khodamorady, Minoo,Sohrabnezhad, Samira
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- Microwave-promoted synthesis of 3,4-dihydropyrimidin-2(1 H)-(thio)ones using IL-ONO as recyclable base catalyst under solvent-free conditions
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A mild, efficient, and solvent-free microwave (MW)-promoted Biginelli reaction for the synthesis of 3,4-dihydropyrimidin-2(1H)-(thio)ones in nitrite ionic liquid (IL-ONO) is described. This ionic liquid is a weak Lewis base catalyst, which can be easily r
- Mirzai, Mortaza,Valizadeh, Hassan
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- Imidazole functionalized magnetic Fe3O4 nanoparticles as a novel heterogeneous and efficient catalyst for synthesis of dihydropyrimidinones by Biginelli reaction
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Dihydropyrimidinone derivatives were synthesized in moderate to high yields in one-pot three-component condensation reactions from the corresponding aldehydes, 1,3-dicarbonyl compounds, and urea in the presence of catalytic amounts of imidazole functional
- Nazari, Simin,Saadat, Shervin,Fard, Pegah Kazemian,Gorjizadeh, Maryam,Nezhad, Eshagh Rezaee,Afshari, Mozhgan
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- Synthesis and antitumor evaluation of novel dihydropyrimidine, thiazolo [3,2-a]pyrimidine and pyrano [2,3-d]pyrimidine derivatives
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A simple and efficient method has been developed for the synthesis of 4,5-dihydro-2-mercapto-4-oxo-6-substituted arylpyrimidine derivatives 2a-e and their fused rings 3b, 4b, 5b, 6b and also 1,4-dihydro-2-mercaptopyrimidine derivatives 7a-e, 9a-e using triethylamine as a catalyst. The structure of the newly synthesized compounds was confirmed on the basis of their spectral data and elemental analyses. All the synthesized compounds were evaluated for their in vitro anticancer activity against six human cancer cell lines and normal fibroblasts. Nine of the tested compounds (i.e. 2a, 2c, 2d, 3b, 4b, 5b, 8, 9a and 9c) exhibited significant cytotoxicity against most cell lines. Among these derivatives compounds 2a, 3b and 9c are the most potent, they exhibited cytotoxic effect against the six cancer cell lines with IC50 values a much lesser extent (IC50 >10,000 nM). Toxicity of the most potent compounds was measured against shrimp larvae; the results showed that compounds 2a and 3b are not toxic towards the tested organisms.
- Megally Abdo, Nadia Y.
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- Efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones over silica sulfuric acid as a reusable catalyst under solvent-free conditions
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3,4-Dihydropyrimidin-2(1H)-ones and their sulfur analogues are efficiently synthesized by the three-component condensation of β-dicarbonyl compounds, aromatic and aliphatic aldehydes, and urea or thiourea in the presence of catalytic amounts of silica sul
- Salehi, Peyman,Dabiri, Minoo,Zolfigol, Mohammad Ali,Bodaghi Fard, Mohammad Ali
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- N-bromosuccinimide as an almost neutral catalyst for efficient synthesis of dihydropyrimidinones under microwave irradiation
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NBS has been used as a mild, efficient and almost neutral catalyst for the preparation of dihydropyrimidinones (DHPMs) and the corresponding thio-derivatives under microwave irradiation. By this method, a wide variety of DHPMs were synthesized in good to
- Hazarkhani, Hassan,Karimi, Babak
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- Nano isopolyoxomolybdate catalyzed Biginelli reaction for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones and 3,4-dihydropyrimidin-2(1H)-thiones under solvent-free conditions
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The Biginelli reaction of β-ketoesters with aryl aldehyde and urea or thiourea in the presence of a Keplerate type giant nanoporous isopolyoxomolybdate, (NH4)42[Mo72 VIMo60 VO372
- Nakhaei,Davoodnia,Yadegarian
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- A convenient and efficient protocol for the one pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones catalyzed by ionic liquids under ultrasound irradiation
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Derivatives of 3,4-dihydropyrimidin-2-(1H)-ones were synthesized in excellent yields in short reaction time by one pot, three component reaction of aldehydes, ethyl acetoacetate and urea (or thiourea) in room temperature ionic liquids (RTILs) under ultras
- Dadhania, Abhishek N.,Patel, Vaibhav K.,Raval, Dipak K.
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- Trimethylsilyl chloride: A facile and efficient reagent for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones
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Trimethylsilyl chloride (TMSCl) was used as a Lewis acid to efficiently perform one-pot, three-components, Biginelli condensation reactions of aldehydes, 1,3-dicarbonyl compounds, and urea or thiourea. This resulted in simple one-pot synthesis of the corr
- Zhu, Yulin,Pan, Yeanjiang,Huang, Shenlin
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- Lanthanide triflate catalyzed one-pot synthesis of dihydropyrimidin-2(1H)-thiones by a three-component of 1,3-dicarbonyl compounds, aldehydes, and thiourea using a solvent-free Biginelli condensation
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Novel one-pot Biginelli-type reaction has been developed. Aromatic and aliphatic aldehydes with β-dicarbonyl compounds and thiourea in the presence of catalytic amount 5 mol % of Yb(OTf)3 at 100° C for 60-90min under solvent-free conditions proceeded smoo
- Wang, Limin,Qian, Changtao,Tian, He,Ma, Yun
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- Facile synthesis of pyranopyrazoles and 3,4-dihydropyrimidin-2(1H)-ones by a Ti-grafted polyamidoamine dendritic silica hybrid catalyst via a dual activation route
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A simple, highly efficient and ecofriendly approach for the preparation of biologically potent pyranopyrazoles and 3,4-dihydropyrimidin-2(1H)-ones are described here. A Ti-grafted polyamidoamine dendritic silica hybrid catalyst was successfully synthesize
- Sinija,Sreekumar
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p. 101776 - 101788
(2015)
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- Highly efficient solvent-free synthesis of dihydropyrimidinones catalyzed by zinc oxide
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A simple, efficient and practical procedure for the Biginelli reaction using zinc oxid (ZnO) as a novel and reusable catalyst is described under solvent-free conditions in high yields. The use of this agent is characterized by remarkable reactivity, moder
- Bahrami, Kiumars,Mehdi Khodaei, Mohammad,Farrokhi, Azita
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- Scandium(III) triflate as an efficient and reusable catalyst for synthesis of 3,4-dihydropyrimidin-2(1H)-ones
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Sc(III) triflate efficiently catalyzes the three-component condensation reaction of an aldehyde, a β-ketoester, and urea in refluxing acetonitrile to afford the corresponding 3,4-dihydropyrimidin-2(1H)-ones in excellent yields. The catalyst can be recover
- De, Surya K.,Gibbs, Richard A.
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- NaHSO4H2O as a heterogeneous acidic reagent for mild and convenient synthesis of 3,4-dihydropyrimidin-2(1H)-ones and their sulfur derivatives
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One-pot cyclocondensation reaction of aromatic aldehydes, 1,3-dicarbonyl compounds and urea/thiourea in the presence of NaHSO4H2O produced 4-aryl substituted 3,4-dihydropyrimidin-2(1H)-ones and their sulfur analogs in high to excelle
- Zeynizadeh, Behzad,Dilmaghani, Karim Akbari,Yari, Mahdi
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- Preparation of iron-containing schiff base and ionic liquid based bifunctional periodic mesoporous organosilica and its application in the synthesis of 3,4-dihydropyrimidinones
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A novel iron-containing Schiff base and ionic liquid based bifunctional periodic mesoporous organosilica (Fe@SBIL-BPMO) was prepared, characterized, and its catalytic application was developed. The SBIL-BPMO was first prepared by the grafting of 3-aminopr
- Elhamifar, Dawood,Nazari, Elham
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- Deep eutectic solvent assisted synthesis of dihydropyrimidinones/thionesviaBiginelli reaction: theoretical investigations on their electronic and global reactivity descriptors
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Deep eutectic solvents formed from hydrated metal chlorides and hydrogen bond donors (Type 4) were prepared and their catalytic activity was compared for the synthesis of dihydropyrimidinones/thionesviaBiginelli reaction at room temperature. The one-pot m
- Shaibuna,Kuniyil, Muhammed Jeneesh Kariyottu,Sreekumar
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p. 20765 - 20775
(2021/11/23)
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- Sulfonic Acid and Ionic Liquid Functionalized Covalent Organic Framework for Efficient Catalysis of the Biginelli Reaction
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A quinoline-linked and ionic liquid-decorated covalent organic framework was prepared by incorporation of a multicomponent Povarov reaction and postsynthetic modification. The imidazolium and sulfonic acid-decorated COF-IM-SO3H can be a highly efficient B
- Yao, Bing-Jian,Wu, Wen-Xiu,Ding, Luo-Gang,Dong, Yu-Bin
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p. 3024 - 3032
(2021/02/05)
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- Amino acid ionic liquid-catalyzed synthesis, anti-Leishmania activity, molecular docking, molecular dynamic simulation, and ADME study of 3,4-dihydropyrimidin-2(1H)-(thio)ones
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The synthesis of 3,4-dihydropyrimidin-2(1H)-(thio)one (DHPM) derivatives involving aromatic aldehyde, β-ketoesters and urea/thiourea using prolinium hydrogen sulfate (ProHSO4) as a catalyst has been studied. A variety of DHPM derivatives were o
- Patil, Rajendra,Rode, Nitin,Shelar, Amruta,Tantray, Aafaq,Terdale, Santosh
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supporting information
(2021/12/22)
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- Natural dolomitic limestone-catalyzed synthesis of benzimidazoles, dihydropyrimidinones, and highly substituted pyridines under ultrasound irradiation
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Natural dolomitic limestone (NDL) is employed as a heterogeneous green catalyst for the synthesis of medicinally valuable benzimidazoles, dihydropyrimidinones, and highly functionalized pyridines via C–N, C–C, and C–S bond formations in a mixture of ethan
- Godugu, Kumar,Gundala, Trivikram Reddy,Mohinuddin Pinjari, Mohammad Khaja,Reddy Nallagondu, Chinna Gangi,Sanapareddy, Lakshmi Reddy,Sri Yadala, Venkata Divya
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supporting information
p. 1881 - 1900
(2020/10/02)
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- Method for catalytically synthesizing 3, 4-dihydropyrimidine-2 (1H)-ketone in green manner
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The invention discloses green catalytic Biginelli reaction, and discloses a method for synthesizing 3, 4-dihydropyrimidine-2 (1H)-ketone and derivatives thereof by the aid of 'one-pot processes'. Resin D732 is used as a catalyst, ethyl alcohol is used as a solvent, and the usage of the catalyst is 0.2g/1mmoL aldehyde. The method includes carrying out reflux reaction at the temperatures of 78 DEG Cfor 1-5 hours; filtering out the resin after the reaction is completely carried out; cooling filter liquor by the aid of ice water and then carrying out filter, ethyl alcohol re-crystallization and drying to obtain pure products. Compared with the traditional methods for synthesizing 3, 4-dihydropyrimidine-2 (1H)-ketone by the aid of acid used as a catalyst, the method has the obvious advantagesthat reaction conditions are mild, the method is high in efficiency, short in time and easy to operate, only few byproducts can be generated, and the products have good colors and are high in purity;particularly, the resin D732 used as the catalyst is low in cost, easy to prepare, store and transport and good in repeatability, is easily available and is green and environmentally friendly, accordingly, the method has an excellent industrial application prospect, and the like.
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Paragraph 0014; 0015; 0016; 0018-0029; 0070-0072
(2018/10/19)
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- Novel pyrimidinic selenourea induces DNA damage, cell cycle arrest, and apoptosis in human breast carcinoma
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Novel pyrimidinic selenoureas were synthesized and evaluated against tumour and normal cell lines. Among these, the compound named 3j initially showed relevant cytotoxicity and selectivity for tumour cells. Three analogues of 3j were designed and synthesi
- Barbosa, Flavio A.R.,Siminski, Tamila,Canto, R?mulo F.S.,Almeida, Gabriela M.,Mota, Nádia S.R.S.,Ourique, Fabiana,Pedrosa, Rozangela Curi,Braga, Antonio Luiz
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p. 503 - 515
(2018/06/15)
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- Nebivolol nanoparticles: A first catalytic use in Biginelli and Biginelli-like reactions
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Herein, we report the catalytic activity of nebivolol nanoparticles a novel organocatalyst for the synthesis of DHPMs and DHPM-5-carboxamides. The nanoparticles are confirmed by DSC, TEM, AFM, and IR spectroscopy. The catalyst can be readily recovered and
- Khaskel, Anamika,Barman, Pranjit,Maiti, Subir Kumar,Jana, Utpal
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p. 1021 - 1025
(2018/11/24)
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- A reactant promoted solvent free synthesis of 3,4-dihydropyrimidin-2(1H)-thione analogues using ammonium thiocyanate
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This is the first-time ammonium thiocyanate (NH4SCN) has been used as a self-promoting reactant for the synthesis of 3,4-dihydropyrimidin-2(1H)-thiones. This report describes a greener, efficient and economic protocol for one pot three-component synthesis of Biginelli compounds using various aldehydes, β-ketoesters and ammonium thiocyanate. Ammonium thiocyanate being a weak acid, accelerate the rate of reaction to obtain Biginelli compounds in solvent-free condition at 110?°C. The key advantages of the present method are high yields, short reaction time, solvent free condition, easy workup and ability to tolerate a variety of functional groups. Ammonium thiocyanate is readily available, cheaper, safer and industrial acceptable material which gives economical as well as ecological rewards to the present method.
- Khatri, Chetan K.,Potadar, Santoshkumar M.,Chaturbhuj, Ganesh U.
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supporting information
p. 1778 - 1780
(2017/04/13)
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- Punica granatum peel: an organocatalyst for green and rapid synthesis of 3,4-dihydropyrimidin-2 (1H)-ones/thiones under solvent-free condition
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A novel and green approach was adopted for the synthesis of 3,4-dihydropyrimidin-2(1H)-one/thiones derivatives using Punica granatum peel as an inexpensive, efficient and mild catalyst under solvent-free condition. The methodology is characterized by high
- Mohammadian, Narges,Akhlaghinia, Batool
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p. 3325 - 3347
(2017/04/21)
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- A highly efficient and green catalytic synthesis of 3,4-dihydro-pyrimidin-2-(1H)-ones (thiones) using 3-sulfonic acid-1-imidazolopyridinium hydrogen sulfate under solvent-free conditions
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The ionic liquid catalyst 3-sulfonic acid-1-imidazolopyridinium hydrogen sulfate, [Simp]HSO4 was found to be a highly active and green catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones (thiones) under the solvent-free conditions. Av
- Bakherad, Mohammad,Javanmardi, Mohaddeseh,Doosti, Raheleh,Tayebee, Reza
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- PEG-SANM nanocomposite: A new catalytic application towards clean and highly efficient Biginelli-like reaction under solvent-free conditions
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A series of pyrimidinone derivatives were efficiently synthesized using PEG-SANM nanocomposite as the solid acid nanocatalyst under mild and solvent-free conditions. The generality of the process was successfully demonstrated by variation of the starting
- Dalil Heirati, Seyedeh Zahra,Shirini, Farhad,Shojaei, Abdollah Fallah
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p. 67072 - 67085
(2016/07/30)
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- Sulfated polyborate: a new and eco-friendly catalyst for one-pot multi-component synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via Biginelli reaction
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In this report, an efficient high-yield method for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via a three-component Biginelli reaction with various aldehydes, β-ketoesters/β-diketones and urea/thiourea is described. The reaction was catalyze
- Khatri, Chetan K.,Rekunge, Deelip S.,Chaturbhuj, Ganesh U.
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supporting information
p. 10412 - 10417
(2016/12/07)
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- Solvent-Free Ball-Milling Biginelli Reaction by Subcomponent Synthesis
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We report here an understanding of systems chemistry on small molecules through covalent mechanochemistry. As a proof-of-concept, the multicomponent Biginelli reaction by subcomponent synthesis was considered as a model system. Reactions were performed un
- Sahoo, Prasit Kumar,Bose, Anima,Mal, Prasenjit
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supporting information
p. 6994 - 6998
(2015/11/16)
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- ZnO Nanoparticles as an Efficient, Heterogeneous, Reusable, and Ecofriendly Catalyst for One-Pot, Three-Component Synthesis of 3,4-Dihydropyrimidin-2(1 H)-(thio)one Derivatives in Water
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An extremely efficient heterogeneous protocol is reported for the one-pot, three-component synthesis of a series of dihydropyrimidinones (DHPMs) in the presence of ZnO nanoparticles in water as a green solvent. The ZnO nanoparticles exhibited excellent ca
- Hassanpour, Akbar,Khanmiri, Rahim Hosseinzadeh,Abolhasani, Jafar
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supporting information
p. 737 - 743
(2015/10/29)
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- Phthalimide-N-sulfonic acid: a new and efficient organocatalyst for the Biginelli reaction under solvent-free conditions
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Abstract Phthalimide-N-sulfonic acid (PISA) was straightforwardly synthesized via addition of chlorosulfonic acid to a solution of potassium phthalimide in dry dichloromethane. This reagent is found to be an efficient solid acidic catalyst in the Biginell
- Kiyani, Hamzeh,Ghiasi, Maryam
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p. 6635 - 6648
(2015/08/18)
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- Solvent-free efficient one-pot synthesis of Biginelli and Hantzsch compounds catalyzed by potassium phthalimide as a green and reusable organocatalyst
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The usage of potassium phthalimide (PPI) for the simple and green one-step multicomponent synthesis of Hantzsch 1,4-dihydropyridines, polyhydroquinolines, 3,4-dihydropyrimidin-2(1H)-ones/thiones, and octahydroquinazolinones under solventless conditions at 120°C is reported. The method is operationally simple, environmentally benign, and has relatively high yields. The other merits of this method include efficient, clean, green, and catalyst reusability.
- Kiyani, Hamzeh,Ghiasi, Maryam
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p. 5177 - 5203
(2015/07/08)
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- Natural organic acids promoted synthesis of 3, 4-dihydropyrimidin-2(1H)-ones/thiones under solvent-free conditions
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Naturally occurring organic acids are reported to be highly efficient promoters for the Biginelli reaction under thermal and microwave irradiation using solvent free conditions. Among the various organic acids used, malic acid was found to be the most eff
- Thorat, Nitin M.,Thopate, Shankar R.
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p. 210 - 216
(2015/06/23)
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- Cobalt manganese oxide nano catalysts as a recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones-thiones
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A simple and effective synthesis of 3,4-dihydropyrimidin-2(1H)-one and thione derivatives has been developed in the presence of nano cobalt manganese oxide as catalyst under thermal solvent-free conditions. The proposed procedure ensures easy to handle, r
- Karami, Changiz,Mohammadi, Hadi,Ghodrati, Keivan,Ahmadian, Hossein,Jamshidi, Fariba,Nouri, Maryam,Haghnazarie, Nahid
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p. 271 - 276
(2015/08/11)
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- Benzyltriphenylphosphonium chloride: An efficient catalyst for one-pot synthesis of dihydropyrimidinones/thiones under solvent-free conditions
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An efficient and one-pot method for the preparation of 3,4-dihydropyrimidin-2(1H)-ones/thiones is described. Benzyltriphenylphosphonium chloride (BTPPC) under solvent free conditions catalyzes this multi-component condensation reaction to afford the corre
- Alikarami, Mohammad,Moradi, Ronak
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p. 560 - 565
(2015/10/05)
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- Graphite catalyzed solvent free synthesis of dihydropyrimidin-2(1H)-ones/ thiones and their antidiabetic activity
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A solvent free three component condensation reaction between an aldehyde, ethyl acetoacetate and urea catalyzed by graphite, a green catalyst is described for the synthesis of dihydropyrimidin-2(1H)-ones. This protocol is scalable and the catalyst is reus
- Dhumaskar, Kashinath L.,Meena, Surya Nandan,Ghadi, Sanjeev C.,Tilve, Santosh G.
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p. 2897 - 2899
(2014/06/10)
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- Silica-bonded N-propyl sulfamic acid as an efficient recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones under heterogeneous conditions
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Silica-bonded N-propyl sulfamic acid (SBNPSA) catalyzed one-pot three component Biginelli condensation of different substituted aromatic aldehydes with ethyl acetoacetate and urea/thoiurea to the respective 3,4- dihydropyrimidin-2-(1H)-ones and thiones in
- Jetti, Srinivasa Rao,Bhatewara, Anjna,Kadre, Tanuja,Jain, Shubha
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p. 469 - 473
(2014/03/21)
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- One-pot and green procedure for the synthesis of 3,4-dihydropyrimidin-2(1H)-(thio)ones using ZnO nanoparticles as a solid acid catalyst
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A convenient and efficient method has been developed for the one-pot synthesis of dihydropyrimidinones (DHPMs) compounds. Dihydropyrimidinone derivatives were synthesized in good yields using ethyl acetoacetate, aldehyde (aromatic and aliphatic) and urea
- Hassanpour, Akbar,Abolhasani, Jafar,Khanmiri, Rahim Hosseinzadeh
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p. 445 - 449
(2015/05/13)
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- Synthesis of polyacrylonitrile fiber-supported poly(ammonium methanesulfonate)s as active and recyclable heterogeneous br?nsted acid catalysts
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A new polyacrylonitrile fiber-supported Br?nsted acid catalyst has been developed and verified to efficiently (high yield, 10 cycles) mediate Biginelli reactions in ethanol, Pechmann condensations in toluene, Friedel-Crafts alkylations of indoles in water and conversion of fructose in dimethyl sulfoxide (DMSO) and mixed-aqueous system.
- Shi, Xian-Lei,Xing, Xiaoli,Lin, Huikun,Zhang, Wenqin
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supporting information
p. 2349 - 2354
(2014/07/21)
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- Bronsted acidic ionic liquid based magnetic nanoparticles: A new promoter for the Biginelli synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones
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The Bronsted acidic ionic liquid 1-methyl-3-(3- trimethoxysilylpropyl) imidazolium hydrogen sulfate was immobilized on magnetic Fe3O4 nanoparticles (MNPs-IL-HSO4). The properties of the magnetic nanocatalyst were character
- Safari, Javad,Zarnegar, Zohre
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p. 358 - 365
(2014/01/06)
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- Efficient and green catalytic synthesis of dihydropyrimidinone (thione) derivatives using cobalt nitrate in solvent-free conditions
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A series of 3,4-dihydropyrimidin-2(1H)-one(thione) derivatives was synthesized using Co(NO3)2.6H2O in solvent-free condition. Avoiding organic solvents during the chemical reactions leading to an economic approach is effective. The reaction is characteriz
- Nasr-Esfahani, Masoud,Montazerozohori, Morteza,Aghel-Mirrezaee, Maryam,Kashi, Hassan
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p. 2311 - 2314
(2014/07/22)
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- A novel amino acid functionalized ionic liquid promoted one-pot solvent-free synthesis of 3,4-dihydropyrimidin-2-(1H)-thiones
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An environmentally benign, cheap and reusable L-amino acid functionalized ionic liquid [L-AAIL]/AlCl3 was found to be an effective catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-thione derivatives in good to excellent yield under so
- Karthikeyan, Parasuraman,Kumar, Sythana Suresh,Arunrao, Aswar Sachin,Narayan, Muskawar Prashant,Bhagat, Pundlik Rambhau
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p. 1335 - 1342
(2013/06/05)
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- Ultrasound-mediated synthesis of 3,4-dihydropyrimidin-2-(1H)-ones (or Thiones) with NaHSO4·H 2O
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A fast and efficient Biginelli synthesis of 3,4-dihydropyrimidin-2-(1H)- ones (or thiones) by the reaction of aromatic aldehydes, β-dicarbonyls, and urea/thiourea using NaHSO4·H2O/ultrasound system is presented. The reactions were ca
- Dilmaghani, Karim Akbari,Zeynizadeh, Behzad,Amirpoor, Maryam
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p. 1634 - 1642
(2013/10/21)
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- Silica gel supported bismuth nitrate pentahydrate: A highly active catalyst under solvent free conditions towards the synthesis of dihydropyrimidin-2(1H)- ones and their sulphur analogues
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Silica gel supported bismuth nitrate pentahydrate has been shown to be an efficient catalyst for the Biginelli reaction. The main advantages of the catalyst include short reaction time and high yield of the products. This observation has been confirmed by
- Hingane, Dattatray G.,Shumaila, Abdullah M.A.,Kusurkar, Radhika S.
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p. 1161 - 1165
(2013/09/24)
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- Free-ZnO nanoparticles: A mild, efficient and reusable catalyst for the one-pot multicomponent synthesis of tetrahydrobenzo[b]pyran and dihydropyrimidone derivatives
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Free-ZnO nanoparticles have been employed as a mild, efficient and reusable catalyst for the one-pot multicomponent synthesis of tetrahydrobenzo[b]pyrans and dihydropyrimidones in excellent yields. The ZnO NPs were recycled and reused eight times.
- Banerjee, Subhash,Saha, Arijit
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p. 4170 - 4175
(2013/12/04)
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- Microwave-assisted and iodine-catalyzed synthesis of dihydropyrimidin-2- thiones via Biginelli reaction under solvent-free conditions
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Microwave-assisted synthesis of 3,4-dihydropyrimidin-2-thiones via Biginelli reaction from aldehydes, acetoacetates, and thiourea in the presence of iodine under solvent-free conditions has been accomplished in good yields and purity without chromatograph
- Liu, Qingjian,Pan, Ning,Xu, Jiehua,Zhang, Wenwen,Kong, Fanpeng
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p. 139 - 146
(2012/11/07)
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- Biginelli reaction on Fe3O4-MWCNT nanocomposite: Excellent reactivity and facile recyclability of the catalyst combined with ultrasound irradiation
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A highly efficient and improved synthetic methodology for the preparation of dihydropyrimidinone derivatives using β-dicarbonyl compounds, urea/thiourea and aromatic aldehydes using Fe3O4-MWCNT as a nanocatalyst under ultrasound irra
- Safari, Javad,Zarnegar, Zohre
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p. 17962 - 17967
(2013/10/01)
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- 22% Co/CeO2-ZrO2-catalyzed synthesis of 1,2,3,4-tetrahydro-2-pyrimidinones and -thiones
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Three-component condensation reaction of an aldehyde with β-ketoester and urea or thiourea in acetonitrile to afford the dihydropyrimidinones and thions (DHPMs) in the presence of 22% Co/CeO2-ZrO2 nano fine particle as a novel, reusable and green catalyst is reported. Utilizing of 22% Co/CeO2-ZrO2 nano fine particle catalyst also offers a cleaner process in that it can be reused and will not bring additional pollutants into the "environment" that is agreeable green chemistry point of view.
- Biklarian, Hajar,Behbahani, Farahnaz K.,Fakhroueian, Zahra
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p. 580 - 584
(2012/11/13)
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- A facile approach for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones using a microwave promoted Biginelli protocol in ionic liquid
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Carboxy functionalized ionic liquid [cmmim][BF4] has been demonstrated to be an efficient and green catalyst for the one pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones heterocycles under microwave irradiation. The ionic liquid-microwave stra
- Dadhania, Abhishek N.,Patel, Vaibhav K.,Raval, Dipak K.
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p. 921 - 926,6
(2020/09/09)
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- Synthesis of Acetylated Dihydropyrimidine Analogues under Solvent Free Conditions and their Evaluation as Calcium Channel Blockers
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One pot condensation of ethylacetoacetate with various para and ortho substituted aldehydes and urea or thiourea by SnCI2.2H20 affords eight different substituted 3,4-dihydropyrimidine ones/ thiones. Further we prepared acetylated 3,
- Sati, Bhawana,Sati, Hemlata,Saklani, Sarla,Nargund, L. V. G.,Lamma, E. L.,Khaidem, Somila,Bhatt, Prakash Chandra
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p. 1055 - 1059,5
(2020/08/24)
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