Synthesis of 3-methyl-4-cyano-3-butenoic acid amides and their cyclization into 6-amino-2-pyridones

Two groups of amides, derivatives of 3-methyl-4-cyano- and 3-methyl-4-cyano-4-carbethoxy-3 acids were obtained from acetoacetamides in the form of mixtures of Z, E-isomers and the pure E-isomers were isolated. It was shown that amides from the first group are cyclized by bases into the corresponding 6-amino-4-methyl-2-pyridones and amides from the second group are cyclized into 6-hydroxy-5-cyano-4-methyl-2-pyridones.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1636–1640, December 1992.