Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (4): 830-837.DOI: 10.6023/cjoc201510021 Previous Articles     Next Articles



贾长青a, 苏旺苍b, 徐彦军a, 刘吉平a, 覃兆海a   

  1. a. 中国农业大学理学院 北京 100193;
    b. 河南农业科学院 郑州 450002
  • 收稿日期:2015-10-19 修回日期:2015-11-19 发布日期:2015-12-10
  • 通讯作者: 覃兆海
  • 基金资助:


Synthesis, Structure Characterization and Fungicidal Activity of 1,3-Disubstituted-1H-1,2,4-triazole-5-amines

Jia Changqinga, Su Wangcangb, Xu Yanjuna, Liu Jipinga, Qin Zhaohaia   

  1. a. College of Sciences, China. Agricultural University, Beijing 100193;
    b. Henan Academy of Agricultural Sciences, Zhengzhou 450002
  • Received:2015-10-19 Revised:2015-11-19 Published:2015-12-10
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 31272076) and the National Scientific and Technology Supporting Program of China (No. 2011BAE06B05-5).

A novel series of 1,3-disubstituted-1H-1,2,4-triazole-5-amines were synthesized via hydrazinolysis, condensation, alkylation and acid-catalyzed intramolecular cyclization starting from nitroguanidine 1. Their structures were characterized by IR, 1H NMR, 13C NMR and HRMS analysis. The preliminary bioassay indicated that most of them showed certain extent of growth inhibition in vitro against six phytopathogen fungi. Compared with other target compounds, 1-(n-butyl)-3- (4-chlorophenyl)-1H-1,2,4-triazole-5-amine (6y) was found to have high activity and the widest fungicidal spectrum. Its inhibition rates to five pathogens were all above 53%. This kind of compounds could be synthesized and derived easily, and were valuable as lead structure for future developing novel fungicides.

Key words: 1H-1,2,4-triazole-5-amine, synthesis, intramolecular cyclization, fungicidal activity