Citation: Cheng Yinan, Jin Wenbo, Xie Guiying, Ma Yichao, Zhao Yanqin, Li Honglian. Synthesis of Thiophene Formyl Thiourea Derivatives and Fungicidal Activity[J]. Chinese Journal of Organic Chemistry, ;2016, 36(11): 2683-2688. doi: 10.6023/cjoc201605012 shu

Synthesis of Thiophene Formyl Thiourea Derivatives and Fungicidal Activity

Cheng Yinan ^a,b,*,, ,
Jin Wenbo ^a ,
Xie Guiying ^a,b ,
Ma Yichao ^a ,
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

Corresponding author: Cheng Yinan, chyn212@aliyun.com Li Honglian, honglianli@sina.com
Received Date: 10 May 2016
Revised Date: 12 June 2016

Fund Project: the Key Scientific Research Project of Colleges and Universities in Henan Province 16A210006the Special Fund for Agro-scientific Research in the Public Interest 201503112

Figures(1)

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.
- thiophene formyl thiourea derivatives,
- synthesis,
- inhibitory activity
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