Skip to main content
Log in

Pyrimidine-pyrimidylidene tautomerism of some 4-pyrimidylmalonic acid derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2,6-Diphenyl-4-pyrimidylmalonic esters (I, II) 2,6-diphenyl-4-cyanoacetic ester (III), and 2,6-diphenyl-4-pyrimidylmalononitrile (IV) were obtained for the study of pyrimidine-pyrimidylidene tautomerism by condensation of 4-chloro-2,6-diphenylpyrimidine with the appropriate malonic acid derivatives. The structures of the tautomeric forms and the positions of the equilibria were studied by PMR, IR, and UV spectroscopic methods.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. V. P. Mamaev and O. A. Zagulyaeva, Khim. Geterotsikl. Soedin., No. 1, 354 (1967).

    Google Scholar 

  2. G. F. Reynolds and A. F. Saari, J. Heterocycl. Chem., 12, 295 (1975).

    Google Scholar 

  3. R. Mondelli and L. Merlini, Tetrahedron, 22, 3253 (1966).

    Google Scholar 

  4. J. A. Pople, D. P. Santry, and G. A. Segal, J. Chem. Phys., 43, 129 (1965).

    Google Scholar 

  5. J. A. Pople and G. A. Segal, J. Chem. Phys., 44, 3289 (1966).

    Google Scholar 

  6. A. S. Murthy, S. N. Bhat, and C. N. R. Rao, J. Chem. Soc., A, 1251 (1970).

  7. P. A. Kollman and L. C. Allen, Chem. Rev., 72, 283 (1972).

    Google Scholar 

  8. R. Woodward and R. Hoffman, Retention of Orbital Symmetry [Russian translation], Mir, Moscow (1971), Chap. 7.

    Google Scholar 

  9. G. Dudek and G. Wolpp, J. Org. Chem., 30, 50 (1965).

    Google Scholar 

  10. J. A. Pople and D. L. Beveridge, Approximate Molecular Orbital Theory, McGraw-Hill, New York (1970).

    Google Scholar 

  11. R. M. Anker and A. H. Cook, J. Chem. Soc., 323 (1941); Chem. Abstr., 35, 6260 (1941).

Download references

Author information

Authors and Affiliations

Authors

Additional information

Communication LVI from the series “Pyrimidines.”

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 395–397, March, 1977.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Lapachev, V.V., Zagulyaeva, O.A. & Mamaev, V.P. Pyrimidine-pyrimidylidene tautomerism of some 4-pyrimidylmalonic acid derivatives. Chem Heterocycl Compd 13, 319–322 (1977). https://doi.org/10.1007/BF00470319

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00470319

Keywords

Navigation