ARTICLE

Synthesis and Insecticidal Activities of N-(tert-Butyl)-N'-fluorobenzoyl-substitutedpyridylcarbonyl Hydrazide Derivatives

  • Hu Chongbo ,
  • Liu Jianhua ,
  • Du Xiaohua
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  • Zhejiang Key Laboratory of Green Pesticides and Cleaner Production Technology, Zhejiang Green Pesticide Collaborative Innovation Center, Catalytic Hydrogenation Research Center, Zhejiang University of Technology, Hangzhou 310014

Received date: 2015-10-17

  Revised date: 2015-12-15

  Online published: 2016-01-21

Abstract

In order to find novel diacylhydrazine derivatives which possessed high activities against pests, 20 novel N-(tert-butyl)-N'-fluorobenzoyl-substitutedpyridylcarbonyl hydrazide derivatives were synthesized by introducing fluoro-contained phenyl and pyridine into the basic structure of diacylhydrazines. Their structures were confirmed by 1H NMR, 13C NMR, IR and HRMS. The bioassay results indicated that most of the compounds exhibited more than 80% mortality against Mythimna separateat the concentration of 500 mg/L. Among these compounds, N-(tert-butyl)-N'-(2,6-difluorobenzoyl)-N-2-chloronico-tinohydrazine (6bb)andN-(tert-butyl)-N'-(2,6-difluorobenzoyl)-N-2,5-dichloronicotinohydrazine (6gb)exhibited 100% and 80% mortality against Mythimna separateat 10 mg/L, respectively. The LC50 of compound 6bb against Mythimna separatawas 8.77 mg/L, and it showed about 0.51 times of toxicity against Mythimna separatethan tebufenozide and had 1.5 times of toxicity against Plutella xylostella than tebufenozide.

Cite this article

Hu Chongbo , Liu Jianhua , Du Xiaohua . Synthesis and Insecticidal Activities of N-(tert-Butyl)-N'-fluorobenzoyl-substitutedpyridylcarbonyl Hydrazide Derivatives[J]. Chinese Journal of Organic Chemistry, 2016 , 36(5) : 1051 -1059 . DOI: 10.6023/cjoc201510019

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