Tautomerism of azine derivatives

The tautomeric properties of 4-pyrimidinylmethanes were studied in the case of 2-CH₃- and 2-CF₃-4-pyrimidinylcyanoacetic esters, 2-CH₃-4-pyrimidinylnitromethane, and 4-pyrimidinylnitromethane. It was shown by ¹H and ¹³C NMR spectroscopy that an equilibrium with the participation of three tautomeric forms — pyrimidine form A and pyrimidinylidene forms B and C with o- and p-quinoid orientations of the double bonds in the heteroring — may be realized in aprotic dipolar solvents (dimethyl sulfoxide).See [1, 2] for communications I and II.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1544–1548, November, 1978.