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2020 , Vol. 40 >Issue 9: 2963 - 2970

DOI: https://doi.org/10.6023/cjoc202003025

研究简报

新型含环丙基的间二酰胺类化合物的合成及其杀虫活性

  • 罗春艳 ,
  • 马文静 ,
  • 吕亮 ,
  • 庞怀林 ,
  • 相君成 ,
  • 周丽琪 ,
  • 尹笃林 ,
  • 刘吉永
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  • a 湖南师范大学化学化工学院 石化新材料与资源精细利用国家地方联合工程实验室 长沙 410081;
    b 上海泰禾国际贸易有限公司 上海 200335;
    c 上海晓明检测技术服务有限公司 上海 200335

收稿日期: 2020-03-09

  修回日期: 2020-05-26

  网络出版日期: 2020-07-17

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Synthesis and Insecticidal Activity of Novel meta-Diamide Compounds Containing Cyclopropyl Group

  • Luo Chunyan ,
  • Ma Wenjing ,
  • Lv Liang ,
  • Pang Huailin ,
  • Xiang Juncheng ,
  • Zhou Liqi ,
  • Yin Dulin ,
  • Liu Jiyong
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  • a National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081;
    b CAC Shanghai International Trading Co., Ltd., Shanghai 200335;
    c Greentech Laboratory Co., Ltd., Shanghai 200335

Received date: 2020-03-09

  Revised date: 2020-05-26

  Online published: 2020-07-17

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摘要

为了发现结构新颖的高效杀虫剂，利用活性亚结构拼接的方法，设计并合成了11个未见文献报道的新型含环丙基的间二酰胺类化合物，其结构经过1H NMR，13C NMR和HRMS确证.初步的生物活性测试结果表明，部分化合物对小菜蛾和二化螟表现出了较好的杀虫活性.其中N-（2-溴-4-（全氟丙烷-2-基）-6-（三氟甲基）苯基）-3-（N-（环丙基甲基）苯甲酰胺基）-2-氟苯甲酰胺（6d）和3-（N-（环丙基甲基）苯甲酰胺基）-N-（2，6-二溴-4-（全氟丙烷-2-基）苯基）-2-氟苯甲酰胺（6e）在1 mg/L测试浓度下对小菜蛾的杀虫活性都为100%，化合物6d在5 mg/L测试浓度下对二化螟的杀虫活性为100%.

关键词： 合成; 环丙基; 间二酰胺; 杀虫活性

本文引用格式

罗春艳 , 马文静 , 吕亮 , 庞怀林 , 相君成 , 周丽琪 , 尹笃林 , 刘吉永 . 新型含环丙基的间二酰胺类化合物的合成及其杀虫活性[J]. 有机化学, 2020 , 40(9) : 2963 -2970 . DOI: 10.6023/cjoc202003025

Abstract

To discover novel insecticide with improved activity, a series of meta-diamide compounds containing cyclopropyl moiety were synthesized on the principle of biologically active factor splicing. The structures of synthetic derivatives were characterized by 1H NMR, 13C NMR and HRMS. Preliminary bioassay data showed that some of the title compounds exhibited good insecticidal activities against Plutella xylostella and Chilo suppressalis. Among them, the mortality of N-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-3-(N-(cyclopropylmethyl)benzamido)-2-fluorobenzamide (6d) and 3-(N-(cyclopropylmethyl)benzamido)-N-(2,6-dibromo-4-(perfluoropropan-2-yl)phenyl)-2-fluorobenzamide (6e) was 100% against Plute-lla xylostella at 1 mg/L, and the mortality of compound 6d was 100% against Chilo suppressalis at 5 mg/L.

Key words： synthesis; cyclopropyl; meta-diamide; inseticidal activity

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