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[方法]为获得新型鱼尼汀受体类杀虫剂,以3-碘苯酐及2-甲基-1-甲硒基-2-丙胺为起始原料,经缩合反应、关环及开环反应制备了系列含硒的邻苯二甲酰胺类新化合物(5a-5i,收率46%-50%),以核磁共振氢谱及元素分析等手段对中间体、终产物结构进行了表征。[结果]杀虫活性筛选表明化合物5a、5d、5h、5i在100 mg/L质量浓度下对小菜蛾杀死率达到90%以上。[结论]通过构效关系的分析得知:以先导物氟虫酰胺为对照,改变脂肪胺部分为含硒片段,活性总体下降;芳香胺的氨基对位为二氯烯丙氧基时,氨基邻位的卤原子对杀虫活性具有促进作用。
[Method] In order to obtain a new type of fisetin receptor insecticide, 3-iodophthalic anhydride and 2-methyl-1-methylselenyl 2-propanamine were used as starting materials, A series of novel compounds (5a-5i, yield 46% -50%) containing phthalic acid were prepared. The structures of intermediates and final products were characterized by 1H-NMR and elemental analysis. [Result] Insecticidal activity screening showed that the killing rates of the compounds 5a, 5d, 5h, 5i against Plutella xylostella were over 90% under the mass concentration of 100 mg / L. [Conclusion] Through the structure-activity relationship analysis, it was found that when the precursor of flubendiamide was used as a control, the fatty amine moiety was changed to be a selenium-containing fragment and the activity decreased overall. When the amino group of the aromatic amine was dichloro-propoxy, the amino group Halogen atoms in the ortho-position can promote insecticidal activity.