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Designed, Synthesis and Herbicidal Activity of Novel 2-Alkylthio-thieno[2,3-d]pyrimidin-4-ones

  • Zhao Anlin ,
  • Liu Shu ,
  • Zhu Yongmei ,
  • Wang Tao ,
  • Luo Jin
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  • a. Jiangxi Province Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022;
    b. Analytical & Testing Center, Jiangxi Normal University, Nanchang 330022

Received date: 2019-12-19

  Revised date: 2017-02-19

  Online published: 2017-03-03

Supported by

Project supported by the National Natural Science Foundation of China (Nos.21262018,21562026) and the Natural Science Foundation of Jiangxi Province (Nos.20161BAB203085,20161BAB213072).

Abstract

In an attempt to discover novel fuse heterocyclic compound with high herbicidal activity, sixteen newly 2-alkythio-thieno[2,3-d]pyrimidin-4(3H)-ones have been designed and synthesized by the reaction of 3-propyl-6-ethylthieno[2,3-d]pyrimidine-2-thione with halo-hydrocarbon. Their structures were clearly verified by 1H NMR, IR, LC-MS and elemental analysis. Preliminary bioassay results indicate that some target compounds have excellent inhibitory activities on barnyard grass and rape. 2-Cyclopentylthio-3-n-propyl-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one (4e) and 2-n-hexdecylthio-3-n-propyl-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one (4o) show 100% inhibition rate to barnyard grass at the concentration of 100 mg/L.

Cite this article

Zhao Anlin , Liu Shu , Zhu Yongmei , Wang Tao , Luo Jin . Designed, Synthesis and Herbicidal Activity of Novel 2-Alkylthio-thieno[2,3-d]pyrimidin-4-ones[J]. Chinese Journal of Organic Chemistry, 2017 , 37(7) : 1877 -1882 . DOI: 10.6023/cjoc201612048

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