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



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   

  1. 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;
  • 基金资助:


Synthesis of Thiophene Formyl Thiourea Derivatives and Fungicidal Activity

Cheng Yinana,b, Jin Wenboa, Xie Guiyinga,b, Ma Yichao, Zhao Yanqina, Li Hongliana,b   

  1. 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).

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