Synthesis and structure of substituted 3,4-dihydropyridin-2-ones

The condensation of benzylideneacetonacetic ester with cyanoacetamide in the presence of triethylamine yielded 3-carbamoyl-3,4-dihydropyridin-2-one, while the condensation of arylidenecyanoacetamides with -aminocrotonic ester in acetic acid yielded 3-cyano-3,4-dihydropyridin-2-ones. It was established by NMR spectroscopy that 3-cyano-4-R-5-ethoxycarbonyl-6-methyl-3,4-dihydropyridin-2-ones exist in solutions in the form of a mixture of cis- and trans-stereoisomers in a 101 ratio.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1504–1508, November, 1984.