Synthesis of Thiophene Formyl Thiourea Derivatives and Fungicidal Activity

doi:10.6023/cjoc201605012

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (11): 2683-2688.DOI: 10.6023/cjoc201605012 Previous Articles Next Articles

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噻吩甲酰硫脲衍生物的合成及其抑菌活性

程绎南^a,b, 靳文波^a, 谢桂英^a,b, 马艺超, 赵艳芹^a, 李洪连^a,b

a 河南农业大学植保学院郑州 450002;
b 新型农药创制与应用河南省重点实验室郑州 450002

收稿日期:2016-05-10 修回日期:2016-06-12 发布日期:2016-07-08
通讯作者: 程绎南, 李洪连 E-mail:chyn212@aliyun.com;honglianli@sina.com
基金资助:
公益性行业（农业）科研专项基金（No.201503112）、河南省高等学校重点科研（No.16A210006）资助项目.

Synthesis of Thiophene Formyl Thiourea Derivatives and Fungicidal Activity

Cheng Yinan^a,b, Jin Wenbo^a, Xie Guiying^a,b, Ma Yichao, Zhao Yanqin^a, Li Honglian^a,b

a Plant Protection College, Henan Agricultural University, Zhengzhou 450002;
b Provincial Key Laboratory of the Discovery and Application of Novel Pesticide, Zhengzhou 450002

Received:2016-05-10 Revised:2016-06-12 Published:2016-07-08
Supported by:
Project supported by the Special Fund for Agro-scientific Research in the Public Interest (No.201503112) and the Key Scientific Research Project of Colleges and Universities in Henan Province (No.16A210006).

1. Synthesis of Thiophene Formyl Thiourea Derivatives and Fungicidal Activity.PDF(1002KB)

Abstract

13 New thiophene formyl thiourea derivatives were synthesized via cycloaddition reaction of 3-mercaptobutan-2-one and methyl 3-(substitutedsilyl)propiolate, selective hydrolysis of ester, isothiocyanatation and amination. Their chemical structures were confirmed by ¹H NMR, ¹³C NMR and elemental analysis. The inhibitory activity against Gaeumannomyces graminis var. tritici and Rhizoctonia solani was evaluated in vitro by the plate method. The results indicated that most of thiophene formyl thiourea derivatives showed some inhibitory activity against gaeumannomyces graminis var. tritici. Compound 1-cyclopropyl-3-(4,5-dimethylthiophene-3-carbonyl)thiourea (8c) gave the best performance and its inhibitory activity was close to the control level of silthiopham in the concentration of 10 mg/L. The structure analysis showed that the steric hindrance of functional group at the second position of the thiophene formyl thioureas had no obvious effect on the inhibitory activity against gaeumannomyces graminis var. tritici.

Key words: thiophene formyl thiourea derivatives, synthesis, inhibitory activity

Cite this article

Cheng Yinan, Jin Wenbo, Xie Guiying, Ma Yichao, Zhao Yanqin, Li Honglian. Synthesis of Thiophene Formyl Thiourea Derivatives and Fungicidal Activity[J]. Chin. J. Org. Chem., 2016, 36(11): 2683-2688.

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噻吩甲酰硫脲衍生物的合成及其抑菌活性

Synthesis of Thiophene Formyl Thiourea Derivatives and Fungicidal Activity

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