Sulfated-Tungstate-Catalyzed Synthesis of Ureas/Thioureas via Transamidation and Synthesis of Forchlorofenuron

被引:20
作者
Wagh, Ganesh D. [1 ]
Pathare, Sagar P. [1 ]
Akamanchi, Krishnacharya G. [1 ]
机构
[1] Inst Chem Technol Matunga, Dept Pharmaceut Sci & Technol, Bombay 400019, Maharashtra, India
关键词
Heterogeneous catalysis; Nucleophilic substitution; Sulfated tungstate; Symmetrical ureas; Unsymmetrical ureas; Thioureas; Synthetic methods; THIOUREA DERIVATIVES; EFFICIENT SYNTHESIS; UREAS; FORCHLORFENURON; 2-IMINO-4-THIAZOLIDINONES; CARBONYLATION; METABOLISM; SULFUR;
D O I
10.1002/slct.201800954
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
N, N'-Disubstituted ureas and thioureas have been efficiently and expeditiously synthesized by transamidation reaction between unsubstituted or monosubstituted ureas/thioureas and amines under solvent-free condition using sulfated tungstate as a heterogeneous mild solid acid catalyst. This protocol offers several advantages such as wide substrate scope, providing both symmetrical and unsymmetrical ureas and thioureas, solvent-free reaction, recyclability of the catalyst and a simple work-up procedure. Application of the methodology is demonstrated through simple and one step synthesis of forchlorofenuron [1-(2-chloropyridine-4-yl)-3-phenylurea] (CPPU), an approved plant growth regulator.
引用
收藏
页码:7049 / 7053
页数:5
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