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Acetals of lactams and acid amides
Authors:O Ya Belyaeva  V G Granik  R G Glushkov  T F Vlasova  O S Anisimova
Institution:(1) S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry Institute, 119021 Moscow
Abstract:It is shown that the alkylation of 1-methyl-6-cyano-1,2,3,4-tetrahydro-1, 8-naphthyrid-7-one under various conditions takes place at the oxygen atom of the oxo group in the 7 position. It was established by UV, IR, and mass spectroscopy that lactim-lactam tautomerism is observed in 6-dimethylamino-2-pyridone, pyrrolo2,3-b] pyrid-6-one, 1,8-naphthyrid-7-one, and 8-oxopyrido 2,3-b] azepine derivatives. The tautomeric equilibrium constants (KT) in various solvents were calculated. It is shown that the position of the equilibrium is shifted from the lactam to the lactim form when the polarity of the solvent decreases, when an electron-acceptor CN group is introduced, and when a 6-NR2 group is included in the ring condensed with the pyridone ring.See 1] for communication XXIV.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 793–797, June, 1977.
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