Skip to main content
Log in

Pyrimidines. 69. Syntheses based on acetylpyrimidines. Dipyrimidinyls and pyrimidine analogs of chalcone

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Substituted pyrimidinyl styryl ketones were obtained by condensation of 4-methyl-2-phenyl-5-acetylpyrimidine with aromatic aldehydes, and their conformations in KBr and in solution in CHCl3 were examined. 4′,5-Dipyrimidinyl derivatives were obtained by cyclization of the pyrimidinyl styryl ketones with benzamine. The isomeric trioxo-4′,5- and -4,6′-dipyrimidinyls were obtained by reaction of 5- and 6-acetyluracils with benzalbisurea.

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. O. P. Shkurko, E. P. Khmeleva, and V. P. Mamaeva, Izv. Sibirsk. Otd. Akad. Nauk SSSR, Ser. Khim., No. 14, 106 (1978).

    Google Scholar 

  2. H. Taguchi, Chem. Lett., No. 3, 273 (1978).

    Google Scholar 

  3. W. Hauswirth and S. Y. Wang, Photochem. Photobiol.,25, 161 (1977).

    Google Scholar 

  4. V. Krchnak and Z. Arnold, Coll. Czech. Chem. Commun.,39, 3327 (1974).

    Google Scholar 

  5. H. Bredereck, G. Simchen, and P. Speh, Ann.,737, 46 (1970).

    Google Scholar 

  6. T. Koyama, T. Hirota, C. Basho, Y. Watanabe, Y. Kitauchi, Y. Satoh, S. Ohmori, and M. Yamato, Chem. Pharm. Bull.,24, 1459 (1976).

    Google Scholar 

  7. D. E. Bergstrom and N. J. Leonard, J. Am. Chem. Soc.,94, 6178 (1972).

    Google Scholar 

  8. D. F. Rhoades and S. Y. Wang, Biochemistry,10, 4603 (1971).

    Google Scholar 

  9. L. Strekowski, Bull. Acad. Pol. Sci., Ser. Chim.,24, 29 (1976).

    Google Scholar 

  10. J. D. Bryant and N. J. Leonard, J. Org. Chem.,43, 511 (1978).

    Google Scholar 

  11. V. P. Mamaev and V. F. Sedova, Izv. Sibirsk. Otd. Akad. Nauk SSSR, Ser. Khim., No. 7, 87 (1969).

    Google Scholar 

  12. V. F. Sedova, V. A. Samsonov, and V. P. Mamaev, Izv. Sibirsk. Otd. Akad. Nauk SSSR, Ser. Khim., No. 4, 112 (1972).

    Google Scholar 

  13. R. M. Dodson and J. K. Seyler, J. Org. Chem.,16, 461 (1951).

    Google Scholar 

  14. C. Engler and A. Engler, Ber.,35, 4061 (1902).

    Google Scholar 

  15. V. I. Savin, S. A. Flegontov, and Yu. P. Kitaev, Khim. Geterotsikl. Soedin., No. 10, 1331 (1972).

    Google Scholar 

  16. V. I. Savin, Yu. P. Kitaev, and I. I. Saidashev, Izv. Akad. Nauk SSSR, Ser. Khim., No. 4, 851 (1972).

    Google Scholar 

  17. S. V. Tsukerman, V. M. Nikitchenko, Yu. S. Rozum, and V. F. Lavrishin, Khim. Geterotsikl. Soedin., No. 3, 452 (1967).

    Google Scholar 

  18. L. Bellamy, Infrared Spectra of Complex Molecules, Methuen, London (1958).

    Google Scholar 

  19. P. C. Mitter and J. C. Bardhan, J. Chem. Soc.,123, 2179 (1923).

    Google Scholar 

  20. L. O. Ross, E. M. Acton, W. A. Skinner, L. Goodman, and B. R. Baker, J. Org. Chem.,26, 3395 (1961).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

See [1] for Communication 68.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 678–683, May, 1979.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mikhaleva, M.A., Gulevich, V.V., Naumenko, I.I. et al. Pyrimidines. 69. Syntheses based on acetylpyrimidines. Dipyrimidinyls and pyrimidine analogs of chalcone. Chem Heterocycl Compd 15, 551–556 (1979). https://doi.org/10.1007/BF00773226

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00773226

Keywords

Navigation