Citation: Xu Min, Shi Daxin, Liu Mingxing, Zhang Qi, Li Jiarong. Study of 1-Methyl-3-propyl-4-aminopyrazole-5-carbonitrile[J]. Chinese Journal of Organic Chemistry, ;2016, 36(7): 1611-1616. doi: 10.6023/cjoc201512042 shu

Study of 1-Methyl-3-propyl-4-aminopyrazole-5-carbonitrile

1.
School of Chemical Engineering and Environment, Beijing institute of Technology, Beijing 100081

Corresponding author: Li Jiarong, jrli@bit.edu.cn
Received Date: 28 December 2015
Revised Date: 10 March 2016

Figures(7)

1-Methyl-3-propyl-4-aminopyrazole-5-carbonitrile was synthesized by using 1-methyl-3-propylpyrazole-5-formic as starting materials in four steps reaction including acylation, dehydration, nitrification and reduction. Then pyrazolopyrimidinone derivatives were obtained from the condensation of 1-methyl-3-propyl-4-aminopyrazole-5-carbonitrile and aldehydes. 1-Methyl-3-propyl-4-nitropyrazole-5-carbonitrile was reduced to amine in the presence of palladium-charcoal. Three intermediate products, hydroxylamine, azoxypyrazole and azopyrazole, were separated and detected with HPLC and HPLC-HRMS during the formation of amine pyrazole. Possible reduction mechanism was proposed. The structures of products were characterized by ¹H NMR, ¹³C NMR, IR spectra and MS.
- 1-methyl-3-propyl-4-aminopyrazole-5-carbonitrile,
- pyrazolopyrimidinone derivative,
- reduction mechanism
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