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Straightforward synthesis of 2-chloro-N-(5-(cyanomethyl)-1,3,4-thiadiazol-2-yl)benzamide as a precursor for synthesis of novel heterocyclic compounds with insecticidal activity
Synthetic Communications ( IF 1.8 ) Pub Date : 2020-08-06 , DOI: 10.1080/00397911.2020.1802652
Ali M. M. Mohamed 1 , Mahmoud F. Ismail 1 , Hassan M. F. Madkour 1 , Aly Fahmy Aly 2 , Marwa S. Salem 1
Affiliation  

Abstract The current work is devoted to the synthesis of 2-chloro-N-(5-(cyanomethyl)-1,3,4-thiadiazol-2-yl)benzamide 5 by an efficient synthetic methodology. The authors decided to exploit the reactivity of cyanomethylene functionality to construct new heterocycles hybrid with 1,3,4-thiadiazole moiety. These compounds have been structurally characterized with the aid of elemental analysis and spectroscopic techniques such as IR, 1H and 13C NMR and mass spectra. The synthesized compounds were evaluated for the insecticidal activity against cotton leaf worm (spodoptera littoralis). Among of them, compounds 7, 10, 12 and 17 showed much higher insecticidal activity. In particular, compound 12 exhibited the highest insecticidal activity. Graphical Abstract

中文翻译:

直接合成 2-氯-N-(5-(氰甲基)-1,3,4-噻二唑-2-基)苯甲酰胺作为合成具有杀虫活性的新型杂环化合物的前体

摘要 目前的工作致力于通过一种高效的合成方法合成2-氯-N-(5-(氰甲基)-1,3,4-噻二唑-2-基)苯甲酰胺5。作者决定利用氰基亚甲基官能团的反应性来构建具有 1,3,4-噻二唑部分的新杂环杂化物。这些化合物已借助元素分析和光谱技术(例如 IR、1H 和 13C NMR 和质谱)进行了结构表征。评价合成的化合物对棉叶虫(spodoptera littoralis)的杀虫活性。其中,化合物7、10、12和17表现出更高的杀虫活性。特别是化合物12表现出最高的杀虫活性。图形概要
更新日期:2020-08-06
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