3357-14-0Relevant academic research and scientific papers
Synthesis and characterization of 9-(4-nitrophenyl)-3,3,6,6-tetramethyl-3, 4,6,7,9,10-hexahydro-1,8(2H,5H) acridinedione and its methoxyphenyl derivative
Palani,Thirumalai,Ambalavanan,Ponnuswamy,Ramakrishnan
, p. 751 - 760 (2005)
9-(4-Nitrophenyl)-3,3,6,6-tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H) acridinedione (NTHA) crystallizes in orthorhombic space group P2 12121 with a = 5.9716(1) A, b = 18.0476(3) A, c = 19.2445(2) A, V = 2074.04(5) A3, Z = 4, D cal = 1.263 Mg m-3 and R = 0.0521 (wR = 0.1326) for 4078 observed reflections. 9-(4-Nitrophenyl)-10-(4-methoxyphenyl)-3,3,6,6- tetramethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H) acridinedione NMTHA, crystallizes in monoclinic space group P21/c with a = 15.669(5) A, b = 10.652(4) A, c = 18.337(6) A, β = 108.25(1)°, V = 2906.66(2) A3, Z = 4, D cal = 1.245 Mg m -3 and R = 0.0725 (wR = 0.1847) for 5105 observed reflections. The experimental values are compared with the theoretical values calculated based on the semiemperical methods. The structures are stabilized by N-H...O and C-H...O types of intermolecular interactions in addition to van der Waals forces.
Efficient synthesis of decahydroacridine-1,8-diones and polyhydroquinolines using the step-wise method
Hosseininasab, Fatemeh Sadat,Memarian, Hamid Reza
, (2022/01/11)
Various symmetrical and unsymmetrical decahydroacridine-1,8-dione and polyhydroquinoline derivatives were synthesized via two-step cyclocondensation reactions. The advantages of this step-wise addition of reactants in comparison with other one-pot reactions are avoiding the formation of 2 or 3 undesired by-products, therefore allowing cleaner work up of reaction. The important factor of this effective cyclocondensation method is that the prepared β-enaminone component was added dropwise to the solution, in which the Knoevenagel condensation product is slowly being formed by reaction of aldehyde molecule and 1,3-dicarbonyl compounds. The results of the proposed step-wise method are compared and discussed with those obtained in the one-pot reactions.
Preparation, Antibacterial Activity, and Catalytic Application of Magnetic Graphene Oxide-Fucoidan in the Synthesis of 1,4-Dihydropyridines and Polyhydroquinolines
Amirnejat, Sara,Javanshir, Shahrzad,Nosrati, Aliakbar
, p. 1186 - 1196 (2021/12/31)
Polymer-coated magnetic nanoparticles are emerging as a useful tool for a variety of applications, including catalysis. In the present study, fucoidan-coated magnetic graphene oxide was synthesized using a natural sulfated polysaccharide. The prepared BaF
Incorporation of Keggin-based H3PW7Mo5O40into bentonite: synthesis, characterization and catalytic applications
Aher, Dipak S.,Khillare, Kiran R.,Shankarwar, Sunil G.
, p. 11244 - 11254 (2021/03/31)
The Keggin-based molybdo-substituted tungstophosphoric acid, H3[PW7Mo5O40]·12H2O, were synthesized and incorporated with a bentonite clay by using a wetness impregnation method. The catalysts were cha
CoFe2O4@SiO2-NH2-CoII NPs catalyzed Hantzsch reaction as an efficient, reusable catalyst for the facile, green, one-pot synthesis of novel functionalized 1,4-dihydropyridine derivatives
Allahresani, Ali,Mohammadpour Sangani, Mehri,Nasseri, Mohammad Ali
, (2020/07/06)
A magnetically heterogeneous CoFe2O4@SiO2-NH2-CoII nanoparticle was synthesized by the immobilization of Co (II) complex onto CoFe2O4@SiO2 nanoparticles, and the heterogeneous magnetic nanocatalyst was characterized by XRD, TEM, TGA, EDX, and FT-IR techniques. Then, the green and reusable method was introduced for a multicomponent synthesis of 1,4-dihydropyridine derivatives via Hantszch reaction. The synthesis of 1,4-dihydropyridine derivatives was proceeded by the reaction of aldehyde, ethyl acetoacetate, and ammonium acetate in the presence of this magnetic nanocatalyst in EtOH/Water (1:1). Simple work-up, short reaction times, excellent yields (60–96percent) as well as green solvent are some advantages of this novel approach, and the corresponding products were purified with no need for chromatographic separation.
Facile route to synthesize Fe3O4?acacia-SO3H nanocomposite as a heterogeneous magnetic system for catalytic applications
Eivazzadeh-Keihan, Reza,Esmaeili, Mir Saeed,Maleki, Ali,Shalan, Ahmed Esmail,Taheri-Ledari, Reza,Varzi, Zahra
, p. 40055 - 40067 (2020/11/18)
In this work, a novel catalytic system for facilitating the organic multicomponent synthesis of 9-phenyl hexahydroacridine pharmaceutical derivatives is reported. Concisely, this catalyst was constructed from acacia gum (gum arabic) as a natural polymeric
Synergistic catalytic effect between ultrasound waves and pyrimidine-2,4-diamine-functionalized magnetic nanoparticles: Applied for synthesis of 1,4-dihydropyridine pharmaceutical derivatives
Taheri-Ledari, Reza,Rahimi, Jamal,Maleki, Ali
, (2019/09/03)
A convenient strategy for synthesis of the various derivatives of 1,4-dihydropyridine (1,4-DHP), as one of the most important pharmaceutical compounds, is presented in this study. For this purpose, firstly, magnetic iron oxide nanoparticles (Fe3O4 NPs) were fabricated and suitably coated by silica network (SiO2) and trimethoxy vinylsilane (TMVS). Then, their surfaces were well functionalized with pyrimidine-2,4-diamine (PDA) as the main active sites for catalyzing the synthesis reactions. In this regard, the performance of three different methods including reflux, microwave (MW) and ultrasound wave (USW) irradiations have been comparatively monitored via studying various analyses on the fabricated nanocatalyst (Fe3O4/SiO2-PDA). Concisely, high efficiency of the USW irradiation (in an ultrasound cleaning bath with a frequency of 50 kHz and power of 250 W/L) has been well proven through the investigation of the main factors such as excellent surface-functionalization, core/shell structure conservation, particle uniformity, close size distribution of the particles, and great inhibition of the particle aggregation. Then, the effectiveness of the USW irradiation as a promising co-catalyst agent has been clearly demonstrated in the 1,4-DHP synthesis reactions. It has been concluded that the USW could provide more appropriate conditions for activation of the catalytic sites of Fe3O4/SiO2-PDA NPs. However, high reaction yields (89%) have been obtained in the short reaction times (10 min) due to the substantial synergistic effect between the presented nanocatalyst and USW.
Synthesis of 9-Arylhexahydroacridine-1,8-diones Using Phosphate Fertilizers as Heterogeneous Catalysts
Chehab,Merroun,Ghailane,Ghailane,Boukhris,Akhazzane,Kerbal,Souizi
, p. 1380 - 1386 (2019/11/03)
A new strategy has been proposed for the synthesis of 9-arylhexahydroacridine-1,8-diones by three-component condensation of aromatic aldehydes with 5,5-dimethylcyclohexane-1,3-dione and ammonium acetate in ethanol, using nontoxic, available, and inexpensi
The First Recyclable, Nanocrystalline CdS Thin Film Mediated Eco-benign Synthesis Of Hantzsch 1, 4 Dihyropyridines, 1, 8-Dioxodecahydroacridine and Polyhydroquinolines derivatives
Lavanya,Venkatapathy,Magesh,Perumal,Sathishkumar,Amudha
, (2019/07/05)
In the present study, we report a recyclable, nanocrystalline CdS thin film mediated efficient one-pot, three component synthesis of Hantzsch 1, 4 Dihydropyridine in good yields. The catalyst is also effective for the efficient synthesis of Polyhydroquinoline and 1, 8-dioxodecahydroacridine derivatives in good to excellent yields. The CdS thin film catalyst was prepared by chemical bath deposition (CBD) technique. The cadmium sulphide thin film was characterized by powder XRD and FT-IR studies. The average crystallite size (D) was calculated from powder XRD by using Scherrer formula and SEM analysis. The elemental composition of the CdS thin film was established by EDS analysis. The effect of temperature, substituent's, catalyst loading and mole ratio on the reaction was also studied. All the products were thoroughly characterized by 1H-NMR, 13C-NMR, FT-IR, Mass spectral and CHN analysis. A plausible mechanism for the CdS thin film catalyzed synthesis of 1, 4 DHP's is proposed. The heterogeneous catalyst could be easily recovered from the reaction mixture and successively reused at least five times without loss of activity.
Eco-friendly, ultrasound-assisted, and facile synthesis of one-pot multicomponent reaction of acridine-1,8(2H,5H)-diones in an aqueous solvent
Chavan, Pravin N.,Pansare, Dattatraya N.,Shelke, Rohini N.
, p. 822 - 828 (2019/05/15)
A one-pot, multistep synthesis of acridine-1,8(2H,5H)-diones (4a–m) was achieved by three-component reaction of dimedone (1) with an aromatic aldehyde (2a–m) and an ammonium acetate (3) using water as a green solvent without any catalyst and a simple, eas
