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Citation: AN Yue, YAO Mingxing, ZHOU Xiaoxia, LIU Mingyang. Synthesis and Biological Activities of 3-Substituted-6-pyrazole-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles[J]. Chinese Journal of Applied Chemistry, ;2014, 31(8): 928-936. doi: 10.3724/SP.J.1095.2014.30502 shu

Synthesis and Biological Activities of 3-Substituted-6-pyrazole-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles

1.
College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, China

Corresponding author: AN Yue,
Received Date: 9 October 2013
Available Online: 27 January 2014
Fund Project: 辽宁省教育厅基金资助项目(2008349) (2008349)

The three kinds of 1-methyl-5-substituted-pyrazole-3-carboxylic acid(2a~2c) were obtained by 5-substituted-1H-pyrazole-3-ethyl formate based on methylation and hydrolysis of the ester. Then the six kinds of 3-substituted-4-amino-5-mercapto-1,2,4-triazale(3a~3f) were obtained using the substituted carboxylic acid by a series of reaction; Finally,eighteen novel 1,2,4-triazolo[3,4-b] -1,3,4-thiadiazoles compounds(4a~4r) were synthesized by phosphorus chloride treatment of compounds(2a~2c,3a~3f). The structures of all new compounds were characterized by IR,¹H NMR,¹³C NMR and elemental analyses. The preliminary test shows that all the compounds(4a~4r) display auxin activity and fungicidal activity to some extent. Among these compounds,minimum inhibitory concentrations(MIC) were measured for the superior two by antimicrobial.
- pyrazole,
- triazolo[3,4-b]-thiadiazoles,
- synthesis,
- biological activity
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