Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (8): 2575-2582.DOI: 10.6023/cjoc202003040 Previous Articles     Next Articles

1,2,4-三唑取代的苯甲酰胺衍生物的合成及其抑菌活性

蒋振华a, 程绎南a,b, 申国富a, 张蒙萌a, 苏子洋a, 孙连省a, 李洪连a,b   

  1. a 河南农业大学植保学院 郑州 450002;
    b 新型农药创制与应用河南省重点实验室 郑州 450002
  • 收稿日期:2020-03-16 修回日期:2020-04-17 出版日期:2020-08-25 发布日期:2020-05-20
  • 通讯作者: 程绎南 E-mail:chyn212@aliyun.com
  • 基金资助:
    国家自然科学基金(No.U1704116)和国家重点研发计划(No.2017YFD0201700)资助项目.

Synthesis of 1,2,4-Triazole Benzamide Derivatives and Fungicidal Activity

Jiang Zhenhuaa, Cheng Yi'nana,b, Shen Guofua, Zhang Mengmenga, Su Ziyanga, Sun Lianshenga, Li Hongliana,b   

  1. a Plant Protection College, Henan Agricultural University, Zhengzhou 450002;
    b Provincial Key Laboratory of the Discovery and Application of Novel Pesticide, Zhengzhou 450002
  • Received:2020-03-16 Revised:2020-04-17 Online:2020-08-25 Published:2020-05-20
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. U1704116) and the National Key R&D Program of China (No. 2017YFD0201700).

The synthetic route of substituted 1,2,4-triazole benzamide derivatives was explored, which included several steps such as catalytic cross-coupling of 2,6-dichlorobenzonitrile with a triazole, amidation of nitrile, diazotization of amide and hydrolysis, and amidation of acid. Unreported 14 new 1,2,4-triazole benzamide derivatives were synthesized. Their chemical structures were characterized by 1H NMR, 13C NMR and HRMS. Their antifungal activities against Gaeumannomyces graminis var. tritici and Fusarium pseudocerealum were evaluated in vitro by the plate method. The results indicated that antifungal activities of compound 2-chloro-N-phenyl-6-(1H-1,2,4-triazol-1-yl)benzamide (7i) against Gaeumannomyces graminis var. tritici reached up to 80% at the concentrations of 100 mg/L, and were comparable to the control level of silthiopham at the concentrations of 50 and 25 mg/L. However, these compounds didn't show obvious antifungal activities against Fusarium pseudocerealum.

Key words: 1,2,4-triazobenzamide derivatives, synthesis, Gaeumannomyces graminis var. tritici, antifungal activity