Articles

Synthesis and Insecticidal Activity of o-Carboxamidobenzamide Compounds Containing 2-(Substituted phenyl)oxazole Group

  • Wang Mengmeng ,
  • Zhang Qingqing ,
  • Yue Kai ,
  • Li Qingshan ,
  • Xu Fengbo
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  • State Key Laboratory of Elemento-Organic Chemistry,College of Chemistry,NanKai University,TianJin 300071

Received date: 2016-12-07

  Revised date: 2017-02-22

  Online published: 2017-03-08

Supported by

Project supported by the National Natural Science Foundation of China (Nos.20772060,21172114) and the State Key Laboratory of Elemento-Organic Chemistry,Nankai University.

Abstract

In order to study the insecticidal activity of o-carboxamidobenzamide compounds, to investigate the structure-activity relationships of these compounds, 2-amino-3-hydroxypropionic acid and substituted 2-nitrobenzoic acid were used as starting materials to synthesize 29 diamides target compounds containing 2-substituted phenyloxazole groups, the yields were in the range of 30% and 50%. The insecticidal activities of these compounds were investigated. To some extend, the title compounds showed insecticidal activity against oriental armyworm (Mythimna separata Walker) in vitro. 2-(2-bromophenyl)-N-(4-chloro-2-(methoxy carbamoyl)-6-methyl phenyl) oxazole-4-carbox-amide (compound 11p) showed the highest insecticidal activity among these compounds. The structure-activity relationship of these compounds was summarized and the compounds with high activity were obtained.

Cite this article

Wang Mengmeng , Zhang Qingqing , Yue Kai , Li Qingshan , Xu Fengbo . Synthesis and Insecticidal Activity of o-Carboxamidobenzamide Compounds Containing 2-(Substituted phenyl)oxazole Group[J]. Chinese Journal of Organic Chemistry, 2017 , 37(7) : 1774 -1780 . DOI: 10.6023/cjoc201612030

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