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2012 , Vol. 32 >Issue 08: 1539 - 1542

DOI: https://doi.org/10.6023/cjoc1112021

研究简报

6-取代苄硫基-3-(3,4,5-三甲氧基苯基)-1,2,4-三唑[3,4-b][1,3,4]噻二唑类化合物的合成与抑菌活性

  • 杜海堂 ,
  • 桑维钧 ,
  • 王慧
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  • a 贵阳学院化学系 贵阳 550005;
    b 贵州大学农学院 贵阳 550025

收稿日期: 2011-12-02

  修回日期: 2012-03-06

  网络出版日期: 2012-04-11

基金资助

贵州省科学技术基金(No. 黔科合J字[2010]2278)、贵州省教育厅自然科学基金(No. 黔科教[2008]050)和贵阳市人才创新创业(No. 筑人才办合同字[2010]012)资助项目.

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Synthesis and Fungicidal Activity of 6-(Substituted benzylthio)-3- (3,4,5-trimethoxyphenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole

  • Du Haitang ,
  • Sang Weijun ,
  • Wang Hui
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  • a Department of Chemistry, Guiyang College, Guiyang 550005;
    b College of Agriculture, Guizhou University, Guiyang 550025

Received date: 2011-12-02

  Revised date: 2012-03-06

  Online published: 2012-04-11

Supported by

Project supported by the Science and Technology Foundation of Guizhou Province (No. [2010]2278), the Natural Science Foundation of Guizhou Provincial Education Department (No. [2008]050) and the Talent Innovation and Entrepreneurship of Guiyang City (No. [2010]012).

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摘要

以4-氨基-5-(3,4,5-三甲氧基苯基)-3-巯基-1,2,4-三唑为原料, 环化得到6-巯基-3-(3,4,5-三甲氧基苯基)-1,2,4-三唑[3,4-b][1,3,4]噻二唑再与取代苄氯反应, 得到9个6-取代苄硫基-3-(3,4,5-三甲氧基苯基)-1,2,4-三唑[3,4-b][1,3,4]噻二唑类衍生物3a～3i. 其结构经IR, 1H NMR, MS和元素分析确证. 初步生物活性测试结果表明部分化合物有一定的杀菌活性.

关键词： 4-氨基-3-巯基-1,2,4三唑; 三唑并噻唑; 杀菌活性

本文引用格式

杜海堂 , 桑维钧 , 王慧 . 6-取代苄硫基-3-(3,4,5-三甲氧基苯基)-1,2,4-三唑[3,4-b][1,3,4]噻二唑类化合物的合成与抑菌活性[J]. 有机化学, 2012 , 32(08) : 1539 -1542 . DOI: 10.6023/cjoc1112021

Abstract

3-(3,4,5-Trimethoxyphenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole-6-thiol (2) has been obtained by the cyclization of 4-amino-5-(3,4,5-trimethoxybenzyl)-3-sulfydryl-1,2,4-triazole (1) with carbon disulfide in the presence of potassium hydroxide. Then the target compounds 3a～3i were prepared from 3-(3,4,5-trimethoxyphenyl)-1,2,4-triazolo[3,4-b]-[1,3,4]- thiadiazole-6-thiol with various substituted benzyl chlorides. Their structures were confirmed by IR, 1H NMR, MS techniques and elemental analysis, and fungicidal activity was studied as well. Preliminary bioassay test indicated that some of the compounds had obvious fungicidal activity.

Key words： 4-amino-3-sulfydryl-1,2,4-triazole; triazolo thiadiazole; fungicidal activity

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