Citation: Jiang Zhenhua, Cheng Yi'nan, Shen Guofu, Zhang Mengmeng, Su Ziyang, Sun Liansheng, Li Honglian. Synthesis of 1, 2, 4-Triazole Benzamide Derivatives and Fungicidal Activity[J]. Chinese Journal of Organic Chemistry, ;2020, 40(8): 2575-2582. doi: 10.6023/cjoc202003040 shu

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

  • Corresponding author: Cheng Yi'nan, chyn212@aliyun.com
  • Received Date: 16 March 2020
    Revised Date: 17 April 2020
    Available Online: 19 May 2020

    Fund Project: the National Natural Science Foundation of China U1704116the National Key R&D Program of China 2017YFD0201700Project supported by the National Natural Science Foundation of China (No. U1704116) and the National Key R&D Program of China (No. 2017YFD0201700)

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  • 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.
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