Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (01): 126-130. Previous Articles     Next Articles

Reports

1,3-噻唑烷衍生物的合成、结构及生物活性

翁建全*,沈德隆,谭成侠   

  1. (浙江工业大学化学工程与材料学院 杭州 310032)
  • 收稿日期:2006-02-22 修回日期:2006-06-27 发布日期:2006-12-30
  • 通讯作者: 翁建全

Synthesis, Structure and Biological Activities of1,3-Thiazolidine Derivatives

WENG Jian-Quan*,SHEN De-Long,TAN Cheng-Xia   

  1. (College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310032)
  • Received:2006-02-22 Revised:2006-06-27 Published:2006-12-30
  • Contact: WENG Jian-Quan

In order to find new thiazole-heterocycle lead compounds, six 2-oxo/thio-1,3-thiazolidine- 3-carboxylates 3 and five N-substituted benzoyl-2-oxo/thio-1,3-thiazolidines 5 were synthesized from a condensation reaction of 2-oxo/thio-1,3-thiazolidine 1 and substituted phenyl chloroformates 2 or substituted benzoyl chlorides 4 in presence of Et3N. Their structures were confirmed by 1H NMR, IR, MS spectra and elemental analysis. The crystal structures of phenyl 2-thiono-1,3-thiazolidine-3-carboxylate (3d) and N-benzoyl-2- oxo-1,3-thiazolidine (5a) were determined by X-ray diffraction analysis, and the structure of the condensation products of 2-thiono-1,3-thiazolidine with substituted phenyl chloroformates was proved to be 2-thiono-1,3-thiazolidine-3-carboxylate rather than the ester of mercaptothiazoline. The preliminary bioassay showed that compounds 3 and 5 exhibited certain fungicidal and insecticidal activities.

Key words: substituted phenyl chloroformate, biological activity, substituted benzoyl chloride, structure, 2-oxo/thio-1,3-thiazolidine