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

doi:10.6023/cjoc202003025

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (9): 2963-2970.DOI: 10.6023/cjoc202003025 Previous Articles Next Articles

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^a, 马文静^b, 吕亮^b, 庞怀林^b, 相君成^c, 周丽琪^c, 尹笃林^a, 刘吉永^b

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 发布日期:2020-07-17
通讯作者: 尹笃林, 刘吉永 E-mail:dulinyin@126.com;jiyong_liu@cacch.com

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

Luo Chunyan^a, Ma Wenjing^b, Lv Liang^b, Pang Huailin^b, Xiang Juncheng^c, Zhou Liqi^c, Yin Dulin^a, Liu Jiyong^b

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:2020-03-09 Revised:2020-05-26 Published:2020-07-17

1. cjoc202003025.pdf(2016KB)

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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Luo Chunyan, Ma Wenjing, Lv Liang, Pang Huailin, Xiang Juncheng, Zhou Liqi, Yin Dulin, Liu Jiyong. Synthesis and Insecticidal Activity of Novel meta-Diamide Compounds Containing Cyclopropyl Group[J]. Chinese Journal of Organic Chemistry, 2020, 40(9): 2963-2970.

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新型含环丙基的间二酰胺类化合物的合成及其杀虫活性

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

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