- Potassium Fluoride-Modified Clay as a Reusable Heterogeneous Catalyst for One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones
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Potassium fluoride-modified clay collected from the region of Agadir (Morocco) was used as a hetaerogeneous catalyst in the one-pot synthesis of 3,4-dihydropyrimidine-2(1H)-one derivatives via the Biginelli reaction. The products were obtained with excell
- Bentahar,Taleb, M. Ait,Sabour,Dbik,El Khomri,El Messaoudi,Lacherai,Mamouni
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- Magnetic Silica-Coated Picolylamine Copper Complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)]-Catalyzed Biginelli Annulation Reaction
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An efficient and heterogeneous novel magnetic silica-coated picolylaminecopper complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)] was synthesized, characterized, and employed as a magnetically recoverable nanocatalyst in Biginelli condensation for the preparatio
- Rezayati, Sobhan,Kalantari, Fatemeh,Ramazani, Ali,Sajjadifar, Sami,Aghahosseini, Hamideh,Rezaei, Aram
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p. 992 - 1010
(2022/01/11)
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- Composite of cross-linked chitosan beads and a cyclodextrin nanosponge: A metal-free catalyst for promoting ultrasonic-assisted chemical transformations in aqueous media
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A novel carbohydrate-based catalytic composite was prepared through covalent decoration of cross-linked chitosan beads with a cyclodextrin nanosponge. In this regard, chitosan beads were fabricated and cross-linked with glutaraldehyde. Subsequently, they
- Sadjadi, Samahe,Koohestani, Fatemeh
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- Fabrication of porous ultrathin carbon nitride nanosheet catalysts with enhanced photocatalytic activity for N- And O-heterocyclic compound synthesis
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A simple and efficient photocatalytic method for the synthesis of dihydropyrimidinones (DHPMs) and their derivatives via porous ultrathin carbon nitride nanosheets (p-CNNs) without solvents was demonstrated. The yields of 3,4-dihydropyrimidin-2(1H)-ones/t
- Li, Yancong,Ma, Jiliang,Liu, Zhendong,Jin, Dongnv,Jiao, Gaojie,Guo, Yanzhu,Wang, Qiang,Zhou, Jinghui,Sun, Runcang
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p. 365 - 372
(2021/01/11)
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- Copper-catalyzed one-pot relay synthesis of anthraquinone based pyrimidine derivative as a probe for antioxidant and antidiabetic activity
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Synthetic compounds have modernized the globe due to its vast applicable fields. Anthraquinones, as well as pyrimidine derivatives, are used as essential pharmacophores in the field of medicine. Maintenance of a green disease-free environment by using these derivatives is being acknowledged in developed as well as developing countries of the world. Considering the use of active catalysts in the synthesis of anthraquinone based derivatives are the era of concern for researchers due to their distinctive properties. Owing to the remarkable activities of anthraquinone and pyrimidine derivative, we synthesize compounds having both functionalities with the utilization of novel synergically active copper catalysts. This study explores the application of synthesized compounds using fast, ecofriendly and cost-effective approaches.1H and 13C NMR, antioxidant, antidiabetic, molecular docking and QSAR studies were used for characterization and evaluation of newly synthesized anthraquinone based pyrimidine derivatives. The result of these techniques shows that our desired compounds were successfully synthesized and have potent applications. Among all synthesized compounds, G2 and G3 showed a remarkable antioxidant activity with IC50 of 15.09 and 21.88 μg/ml respectively. While the compound G2 and G4 showed a strong inhibitory antidiabetic activity with the IC50 value of 24.23 and 28.94 μg/ml respectively. Furthermore, molecular docking results for both of the proteins assist the experimental data and confirms the different interactions between binding domains and substituent moieties. SAR study also relates to the experimental facts by giving us positive results of synthesized compounds. According to the QSAR study, G4 and G2 emerged as the most stable and most reactive compound among other compounds respectively. While MEP shows moderate to good nucleophilic and electrophilic reactivity of all four compounds.
- Ahmad, Zaheer,Arshad, Uzma,Parveen, Shagufta,Rafiq, Naila,Shafiq, Nusrat,Zarren, Gul
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- Porous organic polymer bearing triazine and pyrene moieties as an efficient organocatalyst
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Materials with high specific surface area and bearing abundant basic sites at their pore surface are very demanding as heterogeneous catalyst for the eco-friendly base catalyzed reactions. Here we have developed a new secondary amine linked triazine and p
- Bhaumik, Asim,Chakraborty, Debabrata,Chowdhury, Avik,Das, Sabuj Kanti,Kayal, Utpal
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- Air-stable zirconium (IV)-salophen perfluorooctanesulfonate as a highly efficient and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones under solvent-free conditions
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An air-stable complex of zirconium (IV)-salophen perfluorooctanesulfonate (1) was successfully synthesized by reacting Zr (salphen)Cl2 and C8F17SO3Ag. Complex 1 was characterized and studied by different techniq
- Li, Ningbo,Wang, Yijun,Liu, Feijun,Zhao, Xin,Xu, Xinhua,An, Quan,Yun, Keming
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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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- 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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- CoFe2O4?SiO2-NH2-CoII NPs: An effective magnetically recoverable catalyst for Biginelli reaction
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Biginelli reaction entails acid-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) with simply-accessible initial substances, specifically, aldehyde, urea, and active methylene compound. DHPMs have stimulated a resurgence of attention in the previous two decades because of their broad-ranging pharmacological actions and the existence of varied all-natural products. Currently, green methods to asymmetric Biginelli reaction have been researched for anti-inflammatory DHPMs. In materials chemistry, DHPMs are increasingly decision applications in the creation of materials like polymers, adhesives, fabric dyes, etc. In light of the simplicity by which the Biginelli reaction is conducted, numerous interesting prospects expect its exploitation in variety fields. CoFe2O4?SiO2-NH2-CoII is herein turned out to be an effective catalyst at a three-component Biginelli reaction. The yield of the corresponding DHPMs was rather large (20 cases; average 92 percent). Finally, we herein suggest a procedure that shows lots of advantages and benefits such as the whole lack of solvents, mild reaction conditions, comparatively short reaction times. Also, CoFe2O4?SiO2-NH2-CoII NPs catalyst has been readily recovered from the reaction combination and reused, without the decrease of catalytic action.
- Allahresani, Ali,Hemmat, Kaveh,Nasseri, Mohammad Ali,Sangani, Mehri Mohammadpour
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- Synthesis and catalytic application of D-glucose derived ytterbium(III) complex in Biginelli reaction
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4,6-O-Ethylidene-N-(2-hydroxybenzylidene)-β-D-glucopyranosylamine has been reacted with ytterbium(III) acetate and the resultant complex has been used as catalyst in the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones (DHPMs). Twenty-one DHPMs have been synthesised under neat reaction condition in appreciable yields (73–96percent) and reusability of the catalyst has been established.
- Madduluri, Vimal Kumar,Mishra, Santosh Kumar,Sah, Ajay K.
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- Synthesis and characterization of the immobilized polythiophene on magnetic carbon nanotube as a prominent catalyst for the synthesis of dihydropyrimidinone and octahydroquinazolinone derivatives
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Abstract: In this work, the immobilized polythiophene on magnetic carbon nanotube (CNT–Fe3O4–PTh) was synthesized and introduced as a novel and recoverable catalytic system. The prepared magnetic heterogeneous nanocatalyst was characterized by FT-IR, TGA, EDX, VSM, XRD, TEM, and FE-SEM. Next, the catalytic efficiency of CNT–Fe3O4–PTh was evaluated through the green synthesis of a variety of dihydropyrimidinone and octahydroquinazolinone through Biginelli reaction between aromatic aldehydes, urea/thiourea, and β-dicarbonyl compounds under solvent-free conditions. The catalyst was magnetically recovered and recycled for five cycles without a discernible loss in its catalytic activity. Simple workup, affordability, short reaction times, mild reaction conditions, and the high yield of products are the interesting features of this project. Graphic abstract: An environmentally benign nanocomposite was prepared using carbon nanotube as an inexpensive, nontoxic, and stable support in the preparation of CNT–Fe3O4–PTh, which was efficiently used as catalyst for the green synthesis of dihydropyrimidinone and octahydroquinazolinone derivatives through Biginelli reaction under solvent-free conditions.[Figure not available: see fulltext.].
- Akbarzadeh, Parisa,Koukabi, Nadiya
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p. 4955 - 4969
(2020/08/19)
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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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p. 1702 - 1714
(2020/09/07)
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- Bentonite with high loading of ionic liquid: A potent non-metallic catalyst for the synthesis of dihydropyrimidinones
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In attempt to devise an environmentally-benign metal-free catalyst, ionic liquid was supported on bentonite that is a natural clay. To enhance the loading of ionic liquid, bentonite was first functionalized with a dendritic moiety through successive react
- Koohestani, Fatemeh,Sadjadi, Samahe
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- An efficient synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1: H)-one via a cesium carbonate-promoted direct condensation of 1-aryl-2-propanone with 1,1'-(arylmethylene)diurea
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An efficient method for the synthesis of 4,5-diaryl-3,4-dihydropyrimidin-2(1H)-one by using 1,1'-(arylmethylene)diurea and 1-aryl-2-propanone as substrates was developed. The reactions proceeded efficiently in the presence of Cs2CO3 to give the desired pr
- Deng, Wei,Guo, Yi-Cong,Rao, Weidong,Shen, Zhi-Liang,Song, Xuan-Di,Xu, Haiyan
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p. 30062 - 30068
(2020/10/26)
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- Evaluation of alcohols as substrates for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones under environmentally friendly conditions
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The aim of this research was to develop a procedure for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones under environmentally friendly conditions using alcohols as the starting materials in aqueous media. The developed protocol resulted in 3,4-dihydropyrimidin-2(1H)-ones derivatives, which are relevant intermediates with therapeutic and pharmacological properties. Target products were synthetized in a tandem process, which meets the requirements of pharmaceutical chemistry. The influence of the reaction conditions was investigated, and as a result, various substituted 3,4-dihydropyrimidin-2(1H)-ones were obtained with a yield of up to 81percent, free from heavy metal impurities.
- K?ciek, Aleksandra,Koszelewski, Dominik,Ostaszewski, Ryszard,Paprocki, Daniel
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- CoFe2O4/TMU-17-NH2 as a hybrid magnetic nanocomposite catalyst for multicomponent synthesis of dihydropyrimidines
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A new magnetic metal–organic framework nanocomposite (CoFe2O4/TMU-17-NH2) was prepared via an embedding approach by synthesis of the metal–organic framework crystals in the presence of magnetic cobalt ferrite nanoparticles. We demonstrated that the resulting magnetic nanocomposite can serve as a recyclable nanocatalyst for one-pot synthesis of bis-3,4-dihydropyrimidin-2(1H)-one and 3,4-dihydropyrimidin-2(1H)-one derivatives via three-component reaction of 1,3-diketone, urea or thiourea and aromatic aldehyde under solvent-free conditions. CoFe2O4/TMU-17-NH2 was characterized using various techniques. The recovery of the nanocomposite was achieved by a simple magnetic decantation and it was reused at least seven times without significant degradation in catalytic activity.
- Yadollahi, Mahtab,Hamadi, Hosein,Nobakht, Valiollah
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- Biginelli reaction via bis-ureide intermediate in low melting mixture
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This paper deals with the study of mechanism of the Biginelli reaction using low melting mixture as solvent and catalyst. The catalytic effect of low melting mixture and the reaction mechanism is discussed on the basis of nuclear magnetic resonance (NMR)
- Mahajan, Hitesh,Jamwal, Babita,Paul, Satya
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p. 585 - 593
(2019/09/30)
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- Efficient Catalytic Synthesis of 3,4-Dihydropyrimidin-2-ones/thiones via Little Acidic Ionic Liquid Combined with Rapid Heating Ways
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Catalytic synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones was efficiently promoted by as little as 2.5?mol% of Br?nsted acidic ionic liquid [(CH2)3SO3HMIM]HSO4 catalyst loading via rapid heating ways. Inter
- Zhang, Guo-Ping,Tian, Da-Yu,Shi, Wang-Ming
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p. 2522 - 2531
(2018/09/29)
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- One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by SO3H@imineZCMNPs as a novel, efficient and reusable acidic nanocatalyst under solvent-free conditions
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The synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives was accomplished efficiently via a three-component reaction between ethyl acetoacetate, various types of aldehydes, and urea in the presence of 10 mg SO3H@imineZCMNPs as a novel, envir
- Abbaspour-Gilandeh, Esmayeel,Yahyazadeh, Asieh,Aghaei-Hashjin, Mehraneh
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p. 40243 - 40251
(2019/01/03)
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- Copper-doped mesoporous silica supported dual acidic ionic liquid as an efficient and cooperative reusability catalyst for Biginelli reaction
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A series of MCM-41 supported functionalized ionic liquids doped with copper species were prepared, characterized and evaluated as catalysts in the Biginelli reaction. Most of these supported ionic liquids perform well in the reaction, especially the multifunctional copper coordinated MCM-41 supported heterogeneous catalysts (0.5)IL-TiCl5@MCM-41@Cu(15) and (0.5)IL-HSO4@MCM-41@Cu(15). The catalytic tests revealed that (0.5)IL-HSO4@MCM-41@Cu(15) was the best and powerful catalyst in the Biginelli reaction for the preparation of 3,4-dihydropyrimidinones with high to excellent yields. The catalyst can be easily separated from the reaction mixture by filtration and reused in six consecutive cycles without significant loss in catalytic activity.
- Yao, Nan,Lu, Ming,Liu, Xiao Bing,Tan, Jin,Hu, Yu Lin
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p. 328 - 335
(2018/05/07)
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- Novel catalytic application of Ni@ZnO nanoparticles and ZnO nanoflakes in aqueous solution of NaPTS hydrotrope at room temperature via a green synthesis of 3,4-dihydropyrimidin-2(1H)-ones
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We investigated a novel catalytic application of nickel-doped zinc oxide (Ni-ZnO) nanoparticles and zinc oxide (ZnO) nanoflakes at room temperature in an aqueous hydrotropic solution for the synthesis of biologically active dihydropyrimidones (DHPMs). Ni-
- Shinde, Bipin,Kamble, Santosh,Gaikwad, Pramod,Ghanwat, Vishvanath,Tanpure, Sagar,Pagare, Pavan,Karale, Bhausaheb,Burungale, Arvind
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p. 3097 - 3113
(2018/02/06)
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- T3P-DMSO mediated one-pot tandem approach for the synthesis of 3,4-Dihydropyrimidin-2(1H)-ones/thiones from alcohols
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Background: Biginelli reaction is one of the most important multiple-component chemical reactions which creates 3,4-dihydropyrimidin-2(1H)-ones. Even though Biginelli reaction was reported over a century using different substrates, literature lacks the ex
- Vinaya, Kambappa,Shivaramu, Prasanna D.,Chandrashekara, Ganganahalli K.,Chandrappa, Siddappa,Rangappa, Kanchugarakoppal S.
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p. 241 - 245
(2018/04/20)
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- BiVO4-NPs: an efficient nano-catalyst for the synthesis of biscoumarins, bis(indolyl)methanes and 3,4-dihydropyrimidin-2(1H)-ones (thiones) derivatives
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BiVO4-NPs can be used as an efficient and reusable nano-catalyst for the promotion of the synthesis of biscoumarins, bis(indolyl)methanes and 3,4-dihydropyrimidin-2(1H)-ones (thiones) derivatives. The structures of the products were characteriz
- Shirini, Farhad,Lati, Monireh Pourghasemi
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- Microwave promoted Y(NO3)3·6H2O catalyzed Biginelli synthesis of dihydropyrimidin-2-ones
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Biginelli synthesis of 3,4-dihydropyrimidinones from aldehydes, β-keto ester and urea using yttrium nitrate hexahydrate, as an efficient catalyst are demonstrated under microwave condition. This method offers significant advantages, such as high yields, s
- Khan,Mitra,Mondal
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p. 529 - 534
(2017/02/19)
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- Fe+3-montmorillonite K10: As an effective and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and –thiones
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In this study, a novel, clean, convenient, appropriate and environmentally benign route to dihydropyrimidinone and thione derivatives has been developed using the reaction between various benzaldehydes, urea or thiourea, and ethyl acetoacetate in the pres
- Fekri, Leila Zare,Nikpassand, Mohammad,Movaghari, Mahsa
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p. 313 - 321
(2017/12/12)
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- Efficient one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by a new heterogeneous catalyst based on Co-functionalized Na+-montmorillonite
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In the present study, we report a simple, facile and efficient solvent-free protocol for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones by the three component condensation of aldehyde, ethyl acetoacetate and urea through using Co@imine-Na+-MM
- Khorshidi, Alireza,Tabatabaeian, Khalil,Azizi, Hashem,Aghaei-Hashjin, Mehraneh,Abbaspour-Gilandeh, Esmayeel
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p. 17732 - 17740
(2017/03/30)
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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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- Synthesis method of 3,4-dihydropyrimidin-2-ketone compounds catalyzed by ionic liquid at room temperature
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The present invention discloses a synthesis method of 3,4-dihydropyrimidin-2-ketone compounds catalyzed by ionic liquid at room temperature. Key technology is as follows: nano-silicon-loaded bronsted acid functional group ionic liquid is used as a catalys
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Paragraph 0028; 0038; 0039
(2017/07/06)
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- 1,3,5-Tris(2-hydroxyethyl)isocyanurate functionalized graphene oxide: A novel and efficient nanocatalyst for the one-pot synthesis of 3,4-dihydropyrimidin-2(1: H)-ones
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In this research, the preparation, characterization and catalytic application of a novel 1,3,5-tris(2-hydroxyethyl)isocyanurate functionalized graphene oxide (GO-THEIC) nanomaterial are described. The GO/THEIC nanomaterial was characterized by Fourier tra
- Dekamin, Mohammad G.,Mehdipoor, Fatemeh,Yaghoubi, Amene
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p. 6893 - 6901
(2017/07/17)
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- A 3, 4 - dihydro pyrimidone/thioketone of heterocyclic compound synthetic method
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The present invention belongs to the technical field of organic synthesis, and discloses a synthesis method of a 3,4-dihydropyrimidin/thinatoheterocyclic compound. According to the synthesis method, an xylose acid is used as a catalyst to catalyze a reaction among aromatic aldehyde, a beta-carbonyl compound and urea or thiourea, thereby producing the 3,4-dihydropyrimidin/thinatoheterocyclic compound. According to the synthesis method provided by the prevent invention, the xylose acid is used as the catalyst, and the reaction is performed without a solvent. The method has advantages of being high in availability of raw materials, simple in process, mild in reaction condition, high in yield, and green and environmentally friendly. Furthermore, the synthesis method provided by the prevent invention is wide in substrate applicability, can synthesize a plurality of 3,4-dihydropyrimidin/thinatoheterocyclic compounds by using different substrates, and has a wide application prospect.
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Paragraph 0020; 0035-0037
(2017/12/29)
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- Ethanol promote two chlorine two luxuriant titanium high-efficiency catalytic preparation of 3, 4 - dihydro pyrimidine - 2 - one derivatives (by machine translation)
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The invention discloses a kind of ethanol to promote two chlorine two luxuriant titanium high-efficiency catalytic preparation of 3, 4 - dihydro pyrimidine - 2 - one derivatives of the method, the method to benzopyrone, β - diketone and the urea is used as the raw material, using ethanol as solvent and accelerator, to two chlorine two luxuriant titanium as catalyst, two chlorine two luxuriant titanium in ethanol under the synergy, can be efficient, high yield process for preparing 3, 4 - dihydro pyrimidine - 2 - one derivatives. The use amount of the catalyst used in the invention, cheap, non-toxic, stable for air, mild reaction conditions, time is short, the operation is simple, the atom economy is high, only after the end of the reaction the product through the simple column chromatography separation, to obtain 3, 4 - dihydro pyrimidine - 2 - one derivatives, for 3, 4 - dihydro pyrimidine - 2 - one derivatives of the preparation has opened up a new low-cost and green high-efficient ways of, it has broad application prospects. (by machine translation)
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Paragraph 0011; 0012; 0013; 0014; 0015; 0016-0018; 0019-0022
(2017/08/26)
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- Biginelli reaction of vicinal diols: A new route for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives
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Background: 3,4-Dihydropyrimidin-2(1H)-one derivatives are an important class of nitrogen heterocycles. These compounds present a wide range of biological activities viz antibacterial, antifungal, and antidiabetic. Although many synthetic methods are available in the literature for the synthesis of these molecules, many of these methods have their own limitations such as use of excess of expensive catalyst and poor yields. Methods: The synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives is developed through the reaction of 1,2-diols, ethyl acetoacetate and urea in the presence of lead tetraacetate in dry ethanol under reflux conditions. Results: A series of 3,4-dihydropyrimidin-2(1H)-one derivatives were synthesized in good yields (82-95%) under reflux for 2-3.5 hours in ethanol solvent. The structural assignments of these compounds were made on the basis of elemental analysis and spectroscopic data. Conclusion: This protocol is an alternative to existing procedure for the synthesis of Biginelli compounds. The present methodology reduces the number of steps in total synthesis.
- Jagadishbabu, Narasashetty,Shivashankar, Kalegowda
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p. 330 - 336
(2017/07/26)
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- One-Pot Synthesis of Substituted Piperidinones and 3,4-Dihydropyrimidinones Using a Highly Active and Recyclable Supported Ionic Liquid Phase Organocatalyst
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1-Ethyl-3-methylimidazolium ethyl sulfate was synthesized and its supported ionic liquid phase form was prepared and used as an organocatalyst for the synthesis of substituted piperidinones and 3,4-dihydropyrimidinones. The ionic liquid was characterized by 1H NMR, 13C NMR, and mass spectrometry. The catalyst is novel, stable, completely heterogeneous, and recyclable for several times and can be easily recovered by filtration. It was characterized with scanning electron microscopy, transmission electron microscopy, thermogravimetric analysis, and energy-dispersive X-ray spectroscopy techniques. The workup procedures are very simple, and products were obtained in good-to-excellent yields with reasonable purities without the need for further chromatographic purification.
- Sharma, Pankaj,Gupta, Manjulla,Gupta, Monika,Gupta, Rajive
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p. 230 - 238
(2016/02/18)
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- Novel bipyridinyl oxadiazole-based metal coordination complexes: High efficient and green synthesis of 3,4-dihydropyrimidin-2(1H)-ones through the Biginelli reactions
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Three new metal coordination complexes, namely, [Co(BPO)2(H2O)4](BS)2(H2O)2 (1), [Co(BPO)2(H2O)4](ABS)2(H2O)2 (2), [Co(BPO)
- Wang, Jin-Hua,Zhang,Tang, Gui-Mei,Wang, Yong-Tao,Cui, Yue-Zhi,Ng, Seik Weng
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- 1,4-diazabicyclo[2.2.2]octanium diacetate: As a new, effective and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and-thiones
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In this study, a new, effective and environmentally benign procedure for the synthesis of dihydropyrimidinone and thione derivatives with various benzaldehydes, urea or thiourea, and ethyl acetoacetate in the presence of 1,4-diazabicyclo[2.2.2]octanium diacetate as a novel acidic ionic liquid, in high yield and short reaction time is reported. This method provides several advantages such as easy work-up, green, environmental friendliness and fast reaction condition along with high yields.
- Fekri, Leila Zare,Movaghari, Mahsa
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p. 406 - 413
(2016/10/18)
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- Organosilane sulfonated graphene oxide in the Biginelli and Biginelli-like reactions
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Organosilane sulfonated graphene oxides (SSi-GO) have been synthesized by a two-step procedure involving the grafting of graphene oxide (GO) using 3-chloropropyltriethoxysilane (CCPTES) and subsequent oxidation using sulfanilic acid. It has been shown tha
- Safari, Javad,Gandomi-Ravandi, Soheila,Ashiri, Samira
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p. 512 - 520
(2016/01/12)
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- A green approach for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones (and -thiones) using N,N-diethyl-N-sulfoethanaminium hydrogen sulfate
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In this paper, a novel SO3H-containing ionic liquid namely N,N-diethyl-N-sulfoethanaminium hydrogen sulfate ([Et3N-SO3H]HSO4) has been synthesized, and characterized by studying its FT-IR, 1H NMR, su
- Zare, Abdolkarim,Nasouri, Zahra
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p. 364 - 369
(2016/02/03)
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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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- 1,3-Disulfonic acid benzimidazolium chloride as an efficient and recyclable ionic liquid catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones
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1,3-Disulfonic acid benzimidazolium chloride ionic liquid ([Dsbim]Cl) was prepared, characterized and applied as an efficient, homogeneous and recyclable catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones through the one-pot three-com
- Abbasi, Mohsen
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p. 3303 - 3314
(2016/04/05)
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- Fe3O4@PEG-SO3H rod-like morphology along with the spherical nanoparticles: Novel green nanocomposite design, preparation, characterization and catalytic application
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The design and preparation of polyethylene glycol sulfonic acid surface coated magnetic nanoparticles (Fe3O4@PEG-SO3H) is described. The morphology of the prepared nanocomposite was rod-like along with spherical nanopartic
- Maleki, Ali,Zand, Pedram,Mohseni, Zahra
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p. 110928 - 110934
(2016/12/07)
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- A unique opportunity for the utilization of glass wastes as a resource for catalytic applications: toward a cleaner environment
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Although glass recycling has been conducted since 1970s, and even though recycled glass waste has been used in the construction of various alternative products, the utilization of glass waste for catalytic applications has not been fully considered until
- Zolfagharinia, Somayeh,Koukabi, Nadiya,Kolvari, Eskandar
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p. 113844 - 113858
(2016/12/24)
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- Cobalt benzenesulfonate used for catalytic synthesis of dihydropyrimidinone compounds
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The invention discloses an application of a high-efficiency catalyst in catalysis of dihydropyrimidinone compounds. A synthesis method of the catalyst cobalt benzenesulfonate comprises the following steps: mixing and heating benzenesulfonic acid and an aq
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Paragraph 0028; 0029
(2016/10/10)
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- p-toluenesulfonic acid cobalt complexes capable of catalyzing synthesis of dihydropyrimidinones
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The invention discloses efficient catalysts capable of catalyzing synthesis of dihydropyrimidinones. A synthetic method of the catalysts which are p-toluenesulfonic acid cobalt complexes includes mixing p-toluenesulfonic acid and an aqueous solution of cobalt nitrate hexahydrate at 120 DEG C, heating to 120 DEG C, 5 h later, cooling to 100 DEG C at a speed of 5 DEG C per hour, filtering, and allowing crystals to be separated out of filtrate, and the crystals are the catalysts which are p-toluenesulfonic acid cobalt complexes. Structures of the catalysts are determined by utilizing X rays. The catalytic yield of the dihydropyrimidinones through catalysis with the catalysts is 98%. The p-toluenesulfonic acid cobalt complexes have advantages of short reaction time, a low catalyst using amount, simple operation steps, and the like, and the method is a green synthetic method.
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Paragraph 0022-0028
(2017/09/13)
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- Novel and Efficient Synthesis of DHPMs Catalyzed by di-DACH-Pyridylamide Ligands
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Di-DACH-pyridylamide ligands, symmetrical bridged bis-Schiff base, and spiro pyrrolizines as catalysts in the synthesis of dihydropyrimidinethiones (DHPMs) using the Biginelli reaction is first reported. This new protocol has the advantages of environment
- Song, Qingbao,An, Xiaoxia,Che, Fengfeng,Shen, Tianhua
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p. 1496 - 1502
(2015/10/06)
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- A series of phenyl sulfonate metal coordination polymers as catalysts for one-pot Biginelli reactions under solvent-free conditions
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Three new metal coordination polymers, namely, [Co(DPP)2(H2O)2]·(BS)2·2H2O (1), [Co(DPP)2(H2O)2]·(ABS)2·2H2O (2) and [Co(DPP)2(MBS)su
- Wang, Jin-Hua,Tang, Gui-Mei,Wang, Yong-Tao,Cui, Yue-Zhi,Wang, Jun-Jie,Ng, Seik Weng
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p. 17829 - 17840
(2015/10/19)
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- General solvent-free ionic liquid catalyzed C-N/C-C coupled cyclization to diverse dihydropyrimidinones and new organic materials: Langmuir-Blodgett film study
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An ionic liquid catalyzed dual C-N/C-C coupled cyclization of a three component assembly is demonstrated to access 3,4-dihydropyrimidin-2(1H)-one (DHPM) analogues under solvent-free green conditions. Innovative new organic materials are introduced with pu
- Majumdar, Swapan,De, Jhinuk,Pal, Ajitesh,Ghosh, Indra,Nath, Ranendu K.,Chowdhury, Sandip,Roy, Dipanwita,Maiti, Dilip K.
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p. 24681 - 24686
(2015/03/30)
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- Ga(OTf)3 catalyzed synthesis of 1,4-dihydropyrimidin-2(1H)-ones
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Gallium(III) triflate was used to catalyze Biginelli-like reactions under solvent-free condition to obtain dihydropyrimidinone derivatives in good to excellent yields and short reaction time.
- Xia, Jingjing,Zhang, Kehua
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p. 105 - 112
(2015/03/04)
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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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