21829-28-7Relevant academic research and scientific papers
Montmorillonite K10 clay: An efficient catalyst for Hantzsch synthesis of 1,4-dihydropyridine derivatives
Zonouz, Adeleh Moshtaghi,Hosseini, Sahar Baradaran
, p. 290 - 296 (2008)
An efficient, solid-catalyst-mediated Hantzsch synthesis of 1,4-dihydropyridines is described. This procedure has such advantages as short reaction time, high yields, and simple workup. The catalyst could be reused several times and keeps its initial acti
Synthesis and Cytotoxicity of 1,4-Dihydropyridines and an Unexpected 1,3-Oxazin-6-one
Sandjo, Louis Pergaud,Kuete, Victor,Nana, Frederic,Kirsch, Gilbert,Efferth, Thomas
, p. 310 - 314 (2016)
Eight heterocycles have been prepared in a one-pot reaction manner based on the Hantzsch dihydropyridine synthesis. The synthesis afforded seven dihydropyridines (DHP) and one unexpected 1,3-oxazin-6-one. Their structures were confirmed based on NMR spect
Tetrabutylammonium hydrogen sulfate catalyzed eco-friendly and efficient synthesis of glycosyl 1,4-dihydropyridines
Tewari, Neetu,Dwivedi, Namrata,Tripathi, Rama P.
, p. 9011 - 9014 (2004)
An efficient and eco-friendly synthesis of glycosyl 1,4-dihydropyridines has been achieved by a three-component reaction of β-keto esters or ketones, enamines and glycosyl aldehydes in the presence of tetrabutylammonium hydrogen sulfate as catalyst in diethylene glycol.
Solvent free, environment benign synthesis of 1,4-dihydropyridines and polyhydroquinolines by using heterogeneous Zn/MCM-41 catalyst
Dhengale, Shankar D.,Naik, Vaibhav M.,Kolekar, Govind B.,Rode, Chandrashekhar V.,Anbhule, Prashant V.
, p. 3263 - 3287 (2021/05/11)
Heterogeneous catalysis has been utilized in number of efficient reactions with higher selectivity of the product, more stable, reusable and easy for separation as compared to homogeneous catalysts. Generally, heterogeneous catalysts are prepared by using mesoporous materials, microporous materials, metal oxides and metal organic framework. The mesoporous materials have small particle size and high surface area as compared to the microporous materials. The adsorbent mesoporous materials have highly efficient for the therapeutic applications in chemistry hence it has best as compared to other heterogeneous materials. Herein, we have reported synthesis of 1,4-dihydropyridines and polyhydroquinolines at solvent free and environmental benign condition in the presence of Zn/MCM-41 catalyst. The present protocol gives excellent yield (89–96%) of the product within short reaction time by easy work up procedure and no need of further purification of product. The catalyst was characterized by XRD diffractometer, SEM, EDAX, TGA-DTA, BET surface area analysis and FT-IR Spectroscopy. The synthesized organic compounds were characterized by FT-IR, 1H NMR, 13C NMR, LC–MS spectrometry. Graphical abstract: [Figure not available: see fulltext.]
Sulfonamide-functionalized covalent organic framework (COF-SO3H): an efficient heterogeneous acidic catalyst for the one-pot preparation of polyhydroquinoline and 1,4-dihydropyridine derivatives
Farsi, Razieh,Mohammadi, Mohammad Kazem,Saghanezhad, Seyyed Jafar
, p. 1161 - 1179 (2020/11/18)
Herein, we report the sulfonamide-functionalized covalent organic framework (COF-SO3H) prepared from melamine and terephthalaldehyde and subsequent sulfonation, as an acidic porous catalyst for the one-pot preparation of polyhydroquinoline and
One-pot synthesis of 1,4-dihydropyridine derivatives using the Fe2ZnAl2O7 catalyzed Hantzsch three-component reaction
Zargarzadeh, Reza,Akbari Dilmaghani, Karim,Nikoo, Abbas
, p. 1310 - 1316 (2021/02/16)
A facile, low-cost, and effective one-pot method was developed for the synthesis of 1,4-dihydropyridine derivatives with high yields through the three-component reaction of ammonium acetate, ethyl acetoacetate, and aromatic aldehydes using Fe2ZnAl2O7 as catalyst. The reaction was conducted at 70–80°C temperature under solvent free conditions. The developed method had some great advantages, including safe and clean reaction conditions, high to excellent product yields, short reaction time, and a novel and powerful heterogeneous catalyst. The developed heterogeneous solid catalyst had high efficiency and reusability in one-pot multi-component syntheses such that it was easily reused four to five times without significant loss in efficiency and product yield. The catalyst was characterized by scanning Electron Microscopy (SEM)/energy-dispersive X-ray spectroscopy (EDS) and X-ray diffraction techniques. N2 sorption isotherms of the prepared nanocomposite exhibited surface area 2.1313E+01 m2/g and total pore volume of 3.0957E-02 cm3/g. Substituted dihydropyridine derivatives were characterized and confirmed using 1H NMR and 13C NMR, and elemental spectral data.
Boosting the catalytic performance of manganese (III)-porphyrin complex MnTSPP for facile one-pot green synthesis of 1,4-dihydropyridine derivatives under mild conditions
Ali El-Remaily, Mahmoud Abd El Aleem Ali,Hamad, Hesham A.,Soliman, Ahmed M. M.,Elhady, Omar M.
, (2021/03/26)
In this study, the metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin manganese (III) chloride; denoted as MnTSPP) represents a promising efficient and reusable heterogeneous solid catalyst for facile and highly efficient one-pot synthesis of 1,4 dihydropyridine derivatives via three-component condensation reaction of aromatic aldehyde, ethyl acetoacetate, and ammonium acetate under green and mild reaction conditions. The simple operation, short reaction time (15 min), and the high efficiency (99%) are the special advantage of this protocol. Furthermore, the green aspects of this synthetic protocol were more studied by examination of the reusability of MnTSPP for four consecutive cycles without a significant loss of catalytic activity. Remarkably, the new synthesis presented advantages in terms of safety, commercially available catalyst, simplicity, stability, mild conditions, short reaction time, and excellent yields, using a mixture of H2O and C2H5OH environmental-friendly solvent, operationally facile, wide tolerance of starting materials, and excellent recoverable of the catalyst.
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
Bahrami, Kiumars,Khodamorady, Minoo,Sohrabnezhad, Samira
, (2020/01/23)
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
Ferric Sulfasalazine Sulfa Drug Complex Supported on Cobalt Ferrite Cellulose; Evaluation of Its Activity in MCRs
Rostamizadeh, Shahnaz,Daneshfar, Zahra,Khazaei, Ali
, p. 2091 - 2114 (2020/01/31)
Abstract: The green and nano catalyst was simply prepared through the reaction of ferric sulfasalazine with nanomaterial CoFe2O4-cellulose as a magnetic biopolymer surface. This novel heterogeneous organometallic catalyst was charact
Green synthesis of benzimidazoloquinazolines and 1,4-dihydropyridines using magnetic cyanoguanidine-modified chitosan as an efficient heterogeneous nanocatalyst under various conditions
Javanmiri, Kaveh,Karimian, Ramin
, p. 199 - 212 (2020/01/31)
Abstract: In the present study, we demonstrated the synthesis of magnetic cyanoguanidine-modified chitosan (MCGC) as an efficient and green retrievable heterogeneous nanocatalyst for one-pot three-component synthesis of benzimidazoloquinazolines (from 2-aminobenzimidazole, aromatic aldehydes, and dimedone) and 1,4-dihydropyridines (via Hantzsch-type condensation of ethyl acetoacetate, aromatic aldehydes, and ammonium acetate) under the ultrasonic irradiation and reflux conditions. The structure of the catalyst was fully confirmed using Fourier transform infrared spectroscopy, vibrating sample magnetometer, field emission scanning electron microscopy, energy dispersive spectroscopy, and thermogravimetric analysis. Increased amount of amino groups that are generated by modifying the surface of chitosan with cyanoguanidine as well as presence of hydroxyl groups determined the catalytic activity of MCGC. Furthermore, as experimental results confirmed, the ultrasonic-promoted reactions gave the better results in terms of reaction time, yield, and purity of isolated products. Cost effectiveness, mild conditions, low catalyst loading, convenient work-up, and ecofriendly solvent are some of the remarkable advantages of this protocol.
