Citation: Wen Yanpeng, Zhang Shuang, Hou Guangfeng, Yu Yinghui, Gao Jinsheng. Syntheses and Herbicidal Activities of New Methylsulfonyl Compounds with Pyrazol Group[J]. Chinese Journal of Organic Chemistry, ;2016, 36(3): 642-647. doi: 10.6023/cjoc201508008 shu

Syntheses and Herbicidal Activities of New Methylsulfonyl Compounds with Pyrazol Group

Wen Yanpeng ^a ,
Zhang Shuang ^b ,
Hou Guangfeng ^b ,
Yu Yinghui ^a,b,, ,
Gao Jinsheng ^a,b,,

1.
a School of Chemistry and Materials Science, Heilongjiang University, Harbin 150080;
2.
b Engineering Research Center of Pesticide of Heilongjiang University, Heilongjiang University, Harbin 150080

Corresponding author: Yu Yinghui, Gao Jinsheng,
Received Date: 7 August 2015
Available Online: 6 November 2015
Fund Project: 国家自然科学基金(No. 21371052) (No. 21371052)黑龙江省博士后科研启动基金(No. LBH-Q14138)资助项目. (No. LBH-Q14138)

To obtain new herbicidal candidates with novel structure and high herbicidal activities, six new pyrazol compounds based on the structure of tembotrione were designed and synthesized. The meta substituent of benzene ring and the cyclohexadione ring in the original tembotrione structure are replaced. The six target compounds were achieved with 3-chloro-2-methylaniline as the starting material after nine steps reactions, namely diazotization, acetylization, oxidation, esterization, bromization, nucleophilic substitution, chlorination and condensation reactions. All the structures of target products and their intermediates are characterized and confirmed by ¹H NMR, ¹³C NMR, FTIR and elemental analysis. Herbicidal activity tests are also conducted for the six compounds. The results show that each compound exhibits certain herbicidal activity toward mustard, chickweed, amur foxtail, chenopodium and polypogon fugax.
- pyrazol,
- methylsulfonyl,
- tembotrione,
- synthesis,
- reaction conditions,
- herbicidal activities
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