吡啶联三唑类衍生物的合成及杀虫活性

Synthesis and insecticidal activity of a series of novel substituted pyridine linked triazole derivatives

以3-氨基-2-氯吡啶(1)为起始原料,经重氮化、叠氮化、环合和酰氯化反应,生成1-(2-氯吡啶-3-基)-5-甲基-1H-1,2,3-三唑-4-甲酰氯(5),(5)与取代苯胺反应,制得13个未见文献报道的吡啶联三唑类化合物,其结构通过1H NMR和LC-MS表征。初步生物活性测定结果表明:在500 mg/L质量浓度下,所有目标化合物对粘虫Mythimna separate均有一定的杀虫活性,部分化合物致死率达100%;但在100 mg/L下,除化合物ZJ-7的致死率仍达100%外,其余化合物的活性明显降低,甚至无活性。

1-（2-chloropyridin-3-yl）-5-methyl-1H-1,2,3-triazole-4-carbonyl chloride（5） was synthe-sized using 2-chloropyridine as raw materials by diazotization,azide substitution,cyclization,and acyl chlorination.Then 13 novel title compounds were synthesized by acylation of（5） with substituted anilines.The structures of the compounds were confirmed by LC-MS and 1H NMR.The bioassay showed that all the compounds exhibit some insecticidal activity at concentration of 500 mg/L,among them,the mortality ratio of some compounds against Mythimna separate were 100%.While among the compounds,except the mortality ratio of ZJ-7 compounds against Mythimna separate were 100% at concentration of 100 mg/L,the mortality ratio of of the most compounds decreased significantly at concentration of 100 mg/L,some compounds even have no insecticidal activity.