Chinese Journal of Organic Chemistry >
Study of 1-Methyl-3-propyl-4-aminopyrazole-5-carbonitrile
Received date: 2015-12-28
Revised date: 2016-03-10
Online published: 2016-03-25
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.
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
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