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

doi:10.6023/cjoc1112021

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

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 Haitang^a, Sang Weijun^b, Wang Hui^b

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 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

Cite this article

Du Haitang, Sang Weijun, Wang Hui. Synthesis and Fungicidal Activity of 6-(Substituted benzylthio)-3- (3,4,5-trimethoxyphenyl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole[J]. Chin. J. Org. Chem., 2012, 32(08): 1539-1542.

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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

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

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