Articles

Synthesis and Herbicidal Activity of Novel N-Hetrocyclo Containing Nitrogen Methoxy-O-(4-aryloxy-phenyl) Lactamide Derivatives

  • Liu Qixing ,
  • Huang Mingzhi ,
  • Liu Aiping ,
  • Nie Siqiao ,
  • Lei Manxiang ,
  • Ren Yeguo ,
  • Pei Hui ,
  • He Liying ,
  • Hu Li ,
  • Hu Aixi
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  • a College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082;
    b National Engineering Research Center for Agrochemicals, Hunan Research Institute of Chemical Industry, Changsha 410007

Received date: 2013-07-12

  Revised date: 2013-09-12

  Online published: 2013-09-30

Supported by

Project supported by the National Basic Research Program of China (973 Program, No. 2010CB126104), the National Research Foundation for the Doctoral Program of Higher Education of China (No. 20040532002), the Natural Science Foundation of Hunan Province (No. 11JJ2006).

Abstract

The lead compound A8169 was modified, 12 N-hetrocyclo containing nitrogen methoxy-O-(4-aryloxy-phenyl) lactamide derivatives were designed and synthesized, and their structures were characterized by 1H NMR, 13C NMR, LC/MS and IR. The bioassay results indicated that all compounds exhibited 100% activities against Digitaria sanguinalis, Echinochloa crus-galli L and Setaria Viridis at 2250 g/ha. In particular, (R)-(+)-N-((2-chlorothiazol-5-yl)methoxy)-O-(4-((6-chloro-quinoxalin-2-yl)oxy)phenoxy) lactamide (2f) was much more effective against Digitaria sanguinalis (IC50=6.8 g/ha) and Echinochloa crus-galli (IC50=6.6 g/ha) than commercial clodinafop-propargyl and lead compound A8169.

Cite this article

Liu Qixing , Huang Mingzhi , Liu Aiping , Nie Siqiao , Lei Manxiang , Ren Yeguo , Pei Hui , He Liying , Hu Li , Hu Aixi . Synthesis and Herbicidal Activity of Novel N-Hetrocyclo Containing Nitrogen Methoxy-O-(4-aryloxy-phenyl) Lactamide Derivatives[J]. Chinese Journal of Organic Chemistry, 2014 , 34(1) : 118 -125 . DOI: 10.6023/cjoc201307017

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