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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 9: 1945 - 1949

DOI: https://doi.org/10.6023/cjoc201304036

Articles

Synthesis and Herbicidal Activity of Thiazolin-2-thione Derivatives

  • Liu Jianchao ,
  • Liang Ying ,
  • He Hongwu
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  • a College of Chemistry, Central China Normal University, Wuhan 430079;
    b Hubei Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan 430064

Received date: 2013-04-24

  Revised date: 2013-06-04

  Online published: 2013-06-09

Supported by

Project supported by the National Program on Key Basic Research Project (973 Program, No. 2010CB126100), the National Natural Science Foundation of China (Nos. 21172090, 31000867), the Program for Changjiang Scholars and Innovative Research Team in University (No. IRT0953) and the Key Projects in the National Science & Technology Pillar Program (No. 2011BAE06B04)

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Abstract

Ten 3-aryl-thiazolin-2-thione derivatives have been designed and synthesized by the reaction of 3-aryl-4-amino- 3H-thiazolin-2-thiones with phenoxyacetyl chloride and the aza-Wittig reactions of 3-aryl-4-amino-5-ethyloxyacyl- 3H-thiazolin-2-thione with phenols. The structures of target compounds have been confirmed by 1H NMR, EI-MS, IR spectroscopy and elemental analyses. The structure of 5-(4-Cl-phenoxy)-3,6-diphenyl-2-thioxo-2,3-dihydrothiazolo[4,5-d]- pyrimidin-7(6H)-one (C1) has been determined by single crystal X-ray diffraction. The results of preliminary bioassay indicated that some compounds possess good herbicidal activity against the roots of Rape and Barnyard grass.

Key words： thiazolin-2-thione; thiazolo[4,5-d]pyrimidine; aza-Wittig reaction; herbicidal activity

Cite this article

Liu Jianchao , Liang Ying , He Hongwu . Synthesis and Herbicidal Activity of Thiazolin-2-thione Derivatives[J]. Chinese Journal of Organic Chemistry, 2013 , 33(9) : 1945 -1949 . DOI: 10.6023/cjoc201304036

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