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Communication | Regular issue | Vol 6, No. 9, 1977, pp.1355-1360
Published online, 1st January, 1970
DOI: 10.3987/R-1977-09-1355
Reaction of Hydrazine with β-Aminocrotononitrile: Synthesis of 2,7-Dimethyl-5-aminopyrazolo[1,5-a]pyrimidine

Alexander McKillop* and Ryszard J. Kobylecki

*School of Chemical Sciences, University of East Anglia, Norwich, Northfolk NR4 7TJ, U.K.


Condensation of hydrazine with β-aminocrotononitrile at room temperature gives 6-(3-methyl-5-amino-1-pyrazolyl)crotononitrile, thermal rearrangement of which produces 2,7-dimethyl-5-aminopyrazolo[1,5-a]pyrimidine in excellent yield. Consequently, the various reactions of hydrazine with β-aminocrotononitrile can readily be rationalised.