Citation: Jia Changqing, Su Wangcang, Xu Yanjun, Liu Jiping, Qin Zhaohai. Synthesis, Structure Characterization and Fungicidal Activity of 1,3-Disubstituted-1H-1,2,4-triazole-5-amines[J]. Chinese Journal of Organic Chemistry, ;2016, 36(4): 830-837. doi: 10.6023/cjoc201510021 shu

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

a.
a. College of Sciences, China. Agricultural University, Beijing 100193;
b.
b. Henan Academy of Agricultural Sciences, Zhengzhou 450002

Corresponding author: Qin Zhaohai,
Received Date: 19 October 2015
Available Online: 19 November 2015
Fund Project: 国家自然科学基金(No.31272076) (No.31272076)农业部行业专项基金(No.2011BAE06B05-5)资助项目. (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.
- 1H-1,2,4-triazole-5-amine,
- synthesis,
- intramolecular cyclization,
- fungicidal activity
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