An efficient three-component one-pot synthesis of 3, 4-dihydropyrimidin-2-(1H)-thione derivatives with a mesoporous iron ion exchanged Indian clay catalyst

被引:0
|
作者
Kancherla, Mahesh [1 ,3 ]
Seku, Kondaiah [2 ]
Badathala, Vijayakumar [3 ]
机构
[1] Govt India, Reg Res Inst Unani Med NABH & NABL Accredited CCRU, Drug Standardizat Res Unit, Minist AYUSH, Chennai 600013, India
[2] Univ Technol & Appl Sci, Coll Engn & Technol, Engn Dept, POB 77, Shinas 324, Oman
[3] Vel Tech High Tech Dr Rangarajan Dr Sakunthala Eng, Dept Chem, Chennai 600062, India
关键词
Catalysis; Mesoporous clay catalyst; Fe3+-ExIC; Biginelli reaction; Dihydropyrimidine-2(1H)-thione; RAPID SYNTHESIS; BIGINELLI-TYPE; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES; NANOPARTICLES; FACILE; THIONE; GREEN;
D O I
10.1007/s11164-024-05247-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This research work focuses on the potential usefulness of iron ion-exchanged Indian bentonite for one-pot synthesis of 3,4-dihydropyrimidine-2(1H)-thiones. Our goal was to produce mesoporous Fe3+-exchanged Indian clay (Fe3+-ExIC) and its supported forms through a wet impregnation technique. The physicochemical properties of the catalysts, such as XRD, FTIR, TGA, physisorption studies, SEM, and acidity, were investigated. It was found that Fe3+-ExIC catalysts are efficient and reusable acidic heterogeneous catalysts for the synthesis of 3,4-dihydropyrimidine-2(1H)-thiones by refluxing aldehyde, methyl acetoacetate and thiourea with acetonitrile in cyclocondensation. An optimized reaction condition was found for preparing 5-methoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-thione. A possible mechanism for the synthesis of 3,4-dihydropyrimidine-2(1H)-thiones has been proposed. Melting point, FTIR, and proton NMR were used to identify the products. Adequate catalyst activity was maintained over a period of six cycles, and a reduction in activity was attributed to a decrease in the acidity of the recycled catalyst.
引用
收藏
页码:2307 / 2324
页数:18
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