Improved synthesis of 1-[hexahydrocyclopenta[c]pyrrol-2(1H)-yl]-3-(4-methylbenzenesulfonyl)urea-Reference-Cited by-同舟云学术

Improved synthesis of 1-[hexahydrocyclopenta[c]pyrrol-2(1H)-yl]-3-(4-methylbenzenesulfonyl)urea

Published:2008-11 Issue:11 Volume:2008 Page:635-636
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Qian Chao¹,Liu Yan¹²,Chen Xinzhi¹

Affiliation:

1. College of Materials Science and Chemical Engineering, Zhejiang University, 310027, P. R. China

2. College of Chemical Engineering and Materials Science, Zhejiang University of Technology, 310014, P. R. China

Abstract

1-[Hexahydrocyclopenta[c]pyrrol-2(1H)-yl]-3-(4-methylbenzenesulfonyl)urea (Gliclazide) was synthesised over three steps from the starting material of cyclopentane-1,2-dicarboxylic anhydride. N-aminocyclopentane-1, 2-dicarboximide was obtained from the condensation reaction between the material and 80% hydrazine hydrate. The reduction of N-aminocyclopentane-1,2-dicarboximide and followed by the condensation with p-toluenesulfonyl urea generated Gliclazide. Every step was modified to be more simple and gave a 60% overall yield. The procedure is suitable for large-scale production.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823408X374233

Reference7 articles.

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