Citation: 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 shu

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

Zhao Anlin ^a ,
Liu Shu ^a ,
Zhu Yongmei ^b ,
Wang Tao ^a,, ,
Luo Jin ^a,b,,

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

Corresponding author: Wang Tao, wangtao@jxnu.edu.cn Luo Jin, jinluo@jxnu.edu.cn
Received Date: 19 December 2019
Revised Date: 19 February 2017
Available Online: 1 July 2017
Fund Project: the National Natural Science Foundation of China 21262018the Natural Science Foundation of Jiangxi Province 20161BAB213072Project supported by the National Natural Science Foundation of China (Nos. 21262018, 21562026) and the Natural Science Foundation of Jiangxi Province (Nos. 20161BAB203085, 20161BAB213072)the Natural Science Foundation of Jiangxi Province 20161BAB203085the National Natural Science Foundation of China 21562026

Figures(1)

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.
- thieno[2, 3-d]pyrimidin-4(3H)-ones,
- synthesis,
- herbicidal activitiess
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