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含芳基三氮唑结构的3-乙砜基吡啶类化合物的合成及杀虫活性研究

本站小编 Free考研考试/2022-02-14

摘要/Abstract



以3,6-二氯吡啶-2-羧酸为起始原料, 依据活性亚结构拼接原理, 设计合成了结构新颖的含芳基三氮唑结构的3-乙砜基吡啶类化合物, 所有目标化合物均经1H NMR, 13C NMR和HRMS结构表征. 初步杀虫活性测试结果表明, 在500 mg/L浓度下, 目标化合物均对玉米粘虫(Mythimna separata walker)表现出良好的致死活性, 2-(3-(2,6-二氟苯基)-1-甲基-1H-1,2,4-三唑-5-基)-3-(乙基磺酰基)-6-(吡咯烷-1-基)吡啶(9c), N-(仲丁基)-6-(3-(2,6-二氟苯基)-1-甲基- 1H-1,2,4-三唑-5-基)-5-(乙基磺酰基)吡啶-2-胺(9g), 6-(3-(2,6-二氟苯基)-1-甲基-1H-1,2,4-三唑-5-基)-5-(乙基磺酰基)-N-异丁基吡啶-2-胺(9h)在100 mg/L时, 致死率仍达到80%.
关键词: 乙砜基, 三氮唑, 吡啶, 合成, 杀虫活性
According to the principle of active substructure splicing, novel 3-ethyl sulfone pyridine substituted aryl triazole compounds were designed and synthesized using 3,6-dichloropyridine-2-carboxylic acid as primary material. All the compounds were characterized by 1H NMR, 13C NMR and HRMS spectra. The preliminary bioassay indicated that most title compounds exhibited relatively high insecticidal activity against Mythimna separata walker at 500 mg/L. Especially 2-(3-(2,6-difluorophenyl)-1-methyl-1H-1,2,4-triazol-5-yl)-3-(ethylsulfonyl)-6-(pyrrolidin-1-yl)pyridine (9c), N-(sec-butyl)-6- (3-(2,6-difluorophenyl)-1-methyl-1H-1,2,4-triazol-5-yl)-5-(ethylsulfonyl)pyridin-2-amine (9g), 6-(3-(2,6-difluorophenyl)-1- methyl-1H-1,2,4-triazol-5-yl)-5-(ethylsulfonyl)-N-isobutylpyridin-2-amine (9h) exhibited mortality 80% against M. separate at 100 mg/L.
Key words: ethylsulfone, triazole, pyridine, synthesis, insecticidal activity


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