Chemistry of Heterocyclic Compounds p. 1302 - 1305 (1982)
Update date:2022-07-31
Topics:
Bulychev, Yu.N.
Korbukh, I.A.
Preobrazhenskaya, M.N.
The condensation of 3,4-dicyano-5-aminopyrazole with ethyl orthoformate was studied.Under severe conditions (150 deg C) the principal reaction product is N-ethyl-3,4-dicyano-5-ethoxymethylaminopyrazole.Alkylation of the pyrazole ring does not occur at 100 deg C, but 3,4-dicyano-5-ethoxymethyleneaminopyrazole is formed.Isomeric 1-and 2-ethyl-4-aminopyrazolo<2,4-d>pyrimidine-3-carboxylic acid methyl imino esters were obtained by the action of a methanol solution of ammonia on the principal reaction product.This constitutes evidence that N-ethyl-3,4-dicyano-5-ethoxymethyleneaminopyrazole is a mixture of 1- and 2-ethyl- 3,4-dicyano-5-ethoxymethyleneaminopyrazoles.
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Doi:10.1002/ardp.19442820118
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