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稠环缩氨基脲衍生物的合成与杀虫活性
Synthesis of Condensed-Cyclic Semicarbazone Derivatives and Their Insecticidal Activity
【摘要】 以4-氯苯乙酸为原料,经环化、氧化、缩合、加氢、酰化反应合成了6个新的具有茚结构的稠环缩氨基脲衍生物,总收率7%~9%。其结构经核磁共振氢谱和高分辨质谱确认正确。初步生物活性测试表明:大多数化合物对多种害虫具有很好的杀虫活性。7-氯-2,3,4a,5-四氢-2-[N-甲氧羰基-N-(4-三氟甲基苯基)氨基甲酰基]茚戊[1,2-e][1,3,4]口恶二嗪-4a-甲酸甲酯(Ⅻb)的活性略高于已商品化杀虫剂茚虫威。
【Abstract】 Several new aromatic condensed-cyclic semicarbazone derivatives with the structure of indene were prepared from 4-chlorophenylacetic acid in 7%~9% yield,through cyclization,oxidation,condensation,hydrogenation,acylation,etc.Their structures were confirmed through 1HNMR and HRMS.Preliminary bioassay shows that most of them exhibited good activity toward various insects.Methyl 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethyl)-phenyl]amino]carbonyl] indenooxadiazine-4a(3H)-carboxylate(Ⅻb) even shows higher activity than Indoxacarb.
【Key words】 semicarbazone derivatives; insecticidal activity; 4-chlorophenylacetic acid;
- 【文献出处】 精细化工 ,Fine Chemicals , 编辑部邮箱 ,2013年04期
- 【分类号】TQ453.2
- 【下载频次】131