Acetals of lactams and acid amides. 53. Eamidines in the synthesis of pyridine and pyrimidine

Autor: Dozorova, E. N., Solov'eva, N. P., Granik, V. G.
Zdroj: Chemistry of Heterocyclic Compounds; August 1988, Vol. 24 Issue: 8 p914-919, 6p
Abstrakt: The reaction of a-cyano-?-aminocrotonic ester with DMFA diethylacetal gives 1-ethoxycarbonyl-1-cyano-2-(N-dimethylaminomethylene)-amino-4-dimethylaminobutadiene, the reaction of which with ammonium acetate and amines leads to 4-methylenepyrimidine derivatives. Condensation of a-cyano-?-aminocrotonic ester with dimethylacetamide dieethylacetal gave 2-(ethoxycarbonylcyano)methylene-4-dimethylamino-6-methylpyridine. It was found that in an alkaline medium, 1-benzyl-4-(ethoxycarbonylcyano) methylenepyrimidine recyclizes into 1-benzyl-3-cyano-4-amino-2-pyridone.
Databáze: Supplemental Index