有机化学 ›› 2014, Vol. 34 ›› Issue (2): 419-423.DOI: 10.6023/cjoc201308001 上一篇    下一篇

研究简报

新型N-酰基-7-甲氧基-苯并[4,5]噻唑并[2,3-c][1,2,4]三唑-3(2H)-硫酮的合成及其除草活性

王海林, 阮铃莉, 陈勇, 刘幸海, 翁建全   

  1. 浙江工业大学化学工程与材料学院 杭州 310032
  • 收稿日期:2013-08-01 修回日期:2013-10-03 出版日期:2014-02-25 发布日期:2013-10-11
  • 通讯作者: 翁建全 E-mail:jqweng@zjut.edu.cn
  • 基金资助:

    国家自然科学基金(No.30900959)资助项目.

Synthesis and Herbicidal Activity of Novel N-Acyl-7-methoxybenzo[4,5]thiazolo- [2,3-c][1,2,4]triazole-3(2H)-thione

Wang Hailin, Ruan Lingli, Chen Yong, Liu Xinghai, Weng Jianquan   

  1. College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310032
  • Received:2013-08-01 Revised:2013-10-03 Online:2014-02-25 Published:2013-10-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 30900959).

为了寻找新的含苯并噻唑稠杂环农药先导化合物,以2-氨基-6-甲氧基苯并噻唑为起始原料,经肼化、环化和酰基化反应,合成出了14个N-酰基-7-甲氧基苯并[4,5]噻唑并[2,3-c][1,2,4]三唑-3(2H)-硫酮,并利用1H NMR,ESI-MS及元素分析对其结构进行表征. 对目标化合物进行初步的除草活性筛选,实验结果表明:在浓度为200 mg/L时,大部分化合物对黄瓜(Cucumis sativus)、小麦(Triticum aestivum)、高粱(Sorghum vulgare)、萝卜(Raphanus sativus)、油菜(Brassica campestris)和稗草(Echinochloa crusgalli)的根和茎的抑制率在85%以上.

关键词: N-酰基-7-甲氧基苯并[4,5]噻唑并[2,3-c][1,2,4]三唑-3(2H)-硫酮, 合成, 除草活性

In order to find the new fused heterocycle of benzothiazole lead compounds, fourteen novel N-acyl-7-methoxybenzo[4,5]thiazolo[2,3-c][1,2,4]triazole-3(2H)-thiones were synthesized by using 6-methoxybenzo[d]thiazol-2-amine as starting materials via hydrazine, cyclization and acylation. The structures of the target compounds were characterized by 1H NMR, ESI-MS and elemental analysis. The synthesized target compounds were screened for the herbicidal activity. The results indicated that the inhibition effects of most target compounds on the root and stem of Cucumis sativus, Triticum aestivum, Sorghum vulgare, Raphanus sativus, Brassica campestris and Echinochloa crusgalli were more than 85% at 200 mg/L.

Key words: N-acyl-7-methoxybenzo[4,5]thiazolo[2,3-c][1,2,4]triazole-3(2H)-thione, synthesis, herbicidal activity