Design, Synthesis, and Insecticidal Activities of Novel meta‐Diamide Compounds Containing Ethyl Acetate and Their Derivatives

Author:

Wang Jiaxuan1,Xiang Juncheng2,Wu Minghui2,Long Huanyuan1,Wu Daoxin1,Liu Jiyong2ORCID

Affiliation:

1. School of Chemistry and Chemical Engineering Changsha University of Science and Technology Changsha 410114 China

2. CAC Nantong Chemical Co., Ltd. Nantong 226407 China

Abstract

AbstractIn this study, a series of meta‐diamide compounds containing ethyl acetate group and their derivatives were designed and synthesized. Their insecticidal activities against Plutella xylostella, Spodoptera frugiperda and Alfalfa sprouts were evaluated. Preliminary bioassays showed that some of the title compounds exhibited excellent insecticidal activities. Especially compound ethyl N‐(3‐((2‐bromo‐4‐(perfluoropropan‐2‐yl)‐6‐(trifluoromethyl)phenyl)carbamoyl)‐2‐fluorophenyl)‐N‐(4‐cyanobenzoyl)glycinate and ethyl N‐(3‐((2‐bromo‐4‐(perfluoropropan‐2‐yl)‐6‐(trifluoromethyl)phenyl)carbamoyl)‐2‐fluorophenyl)‐N‐(6‐fluoronicotinoyl)glycinate showed 100 % mortality at 0.1 mg/L against Plutella xylostella and Spodoptera frugiperda, same to broflanilide. Their LC50 against Plutella xylostella is 0.286 mg/L and 0.0218 mg/L, respectively. Moreover, compound ethyl N‐(3‐((2‐bromo‐4‐(perfluoropropan‐2‐yl)‐6‐(trifluoromethyl)phenyl)carbamoyl)‐2‐fluorophenyl)‐N‐(6‐fluoronicotinoyl)glycinate displayed faster control efficacy than broflanilide at 0.1 mg/L. The results indicated that meta‐diamide compounds containing ethyl acetate group could be developed as novel and promising insecticides.

Publisher

Wiley

Subject

Molecular Biology,Molecular Medicine,General Chemistry,Biochemistry,General Medicine,Bioengineering

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