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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