113502-39-9Relevant articles and documents
Synthese regiospecifique d'acyl-4 pyrazoles a partir d'acyl-5 pyrimidines
Bajnati, Abdelilah,Kokel, Bruno,Hubert-Habart, Michel
, p. 318 - 324 (2007/10/02)
The transformation of variously substituted 5-acetyl-4-methylpyrimidines 1 into 4-acetyl-1-amidino-3-methylpyrazole amidinohydrazone dihydrochloride 3, under the action of amidinohydrazine hydrochloride, in boiling acidic methanolic solution, depends on the nature of the 2-substituent of pyrimidines 1, and on the stability of the amidinohydrazone of pyrimidines 2 under the reaction conditions.Phenylhydrazine transforms all the pyrimidines 1 into pyrazoles, regiospecifically or not, according to the nature of the 2-substituent of pyrimidines 1.This new possibility of ring contraction has been extended to other unsymetrical 5-acyl- and 5-ethoxycarbonylpyrimidines.