Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (08): 1539-1542.DOI: 10.6023/cjoc1112021 Previous Articles     Next Articles

Notes

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a, 桑维钧b, 王慧b   

  1. 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 发布日期:2012-04-11
  • 通讯作者: 杜海堂 E-mail:haitangdu@163.com
  • 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.

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 Haitanga, Sang Weijunb, Wang Huib   

  1. a Department of Chemistry, Guiyang College, Guiyang 550005;
    b College of Agriculture, Guizhou University, Guiyang 550025
  • Received:2011-12-02 Revised:2012-03-06 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).

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 3a3i 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