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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (11): 1374-1380. 上一篇    下一篇

研究论文

2-取代-3-芳基-4-噻唑啉(硫)酮衍生物的合成、晶体结构和生物活性

孙小军a,b，董卫莉a，赵卫光*,a，李正名a   

  1. (a南开大学元素有机化学国家重点实验室 农药国家工程研究中心 天津 300071)
    (b淮阴师范学院化学系 淮安 223001)
  • 收稿日期:2006-12-25 修回日期:2007-04-29 发布日期:2007-10-20
  • 通讯作者: 赵卫光

Synthesis, Crystal Structure and Biological Activities of 2-Substituted- 3-aryl-4-thiazolidinone(thiazolidinethione) Derivatives

SUN Xiao-Juna,b,DONG Wei-Lia,ZHAO Wei-Guang*,a,LI Zheng-Minga   

  1. (a National Key Laboratory of Elemento-Organic Chemistry, Pesticide National Engineering Research Center,
    Nankai University, Tianjin 300071)
    (b Department of Chemistry, Huaiyin Teachers College, Huaian 223001)
  • Received:2006-12-25 Revised:2007-04-29 Published:2007-10-20
  • Contact: ZHAO Wei-Guang

PDF

798

被引次数

7

从2-取代-3-芳基-4-噻唑啉酮(4a～4e和5)合成了三个系列新型噻唑啉酮衍生物, 即5-芳基亚甲基-4-噻唑啉酮(6a～6j), 4-噻唑硫酮(7a～7e和8)和4-氰基亚胺基噻唑烷(11a～11e和12). 中间体4a～4e和5由醛、胺和巯基乙酸缩合得到. 所有化合物的结构均经元素分析和1H NMR确证, 并且采用X射线单晶衍射分析方法测定了化合物4b的结构. 初步生物活性试验结果表明, 部分标题化合物具有一定的杀菌活性和促进黄瓜子叶生根活性.

关键词: 4-噻唑啉酮, 4-氰基亚胺基噻唑烷, 合成, 生物活性, 晶体结构

Three series of new thiazolidinone derivatives, namely 5-arylidene-4-thiazolidinones (6a～6j), 4-thiazolidinethione (7a～7e and 8) and 4-cyanoiminothiazolidine (11a～11e and 12) were synthesized from 2-substituted-3-aryl-4-thiazolidinones (4a～4e and 5). The intermediates 4a～4e and 5 were synthesized by the condensation of aldehyde, amine and mercapto acetic acid. Their structures were characterized by elemental analysis and 1H NMR spectra, and the structure of 4b was determined by X-ray single crystal diffraction method. The preliminary bioassay showed that some title compounds exhibited certain fungicidal activities and promoting cucumber cotyledon root-formation activities.

Key words: 4-cyanoiminothiazolidine, synthesis, biological activity, crystal structure, 4-thiazolidinone