Skip to main content
Log in

Synthesis and properties of sym-triazine derivatives. 7. Synthesis of pyridyl-substituted 2-amino- and 2,4-diamino-sym-triazines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

N-Substituted 2,4-diamino-6-pyridyl-sym-triazines were synthesized by cyclocondensation of pyridinecarboxylic acid esters with biguanides. 4,6-Disubstituted 2-amino-sym-triazines containing pyridyl residues were obtained by the reaction of pyridinecarboxylic acid nitriles with guanidine or of pyridinecarboxylic acid esters with N-imidoylguanidines. Aminotriazines of this type are also formed in the condensation of N-acylguanidines with nitriles or imino esters. The general principles of the fragmentation of 2-amino-4-dialkylamino-6-pyridyl-sym-triazines under the influence of electron impact were established.

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.

Institutional subscriptions

Similar content being viewed by others

Literature Cited

  1. V. I. Kelarev, F. Laauad Yakh'ya, R. A. Karakhanov, A. F. Lunin, and V. A. Vinokurov, Khim. Geterotsikl. Soedin., No. 10, 1392 (1987).

    Google Scholar 

  2. W. O. Foye and A. E. Buckpitt, J. Am. Pharm. Assoc., Sci. Ed.,4l, 385 (1952).

    Google Scholar 

  3. H. Fischer and L. A. Summers, Tetrahedron,32, 615 (1976).

    Google Scholar 

  4. E. M. Smolin and L. Rapoport, s-Triazine and Derivatives, Interscience, New York (1959), p. 218.

    Google Scholar 

  5. S. L. Shapiro, V. A. Parrino, and L. Freedman, J. Org. Chem.,25, 384 (1960).

    Google Scholar 

  6. H. J. Kabbe, K. Eiter, and F. Möeller, West German Patent No. 1212547; Chem. Abstr.,64, 15900 (1966).

    Google Scholar 

  7. H. Nagasaka, E. Joshikawa, and K. Odo, J. Synth. Org. Chem. Jpn.,25, 1048 (1967).

    Google Scholar 

  8. R. B. Russell, G. H. Hitchings, and B. H. Chase, J. Am. Chem. Soc.,74, 5403 (1952).

    Google Scholar 

  9. A. I. Finkel'shtein and E. N. Boitsov, Usp. Khim.,31, 1496 (1962).

    Google Scholar 

  10. R. D. Spenger, Spectrochim. Acta,21, 1543 (1965).

    Google Scholar 

  11. A. R. Katritzky, Physical Methods in Heterocyclic Chemistry, Academic Press, New York (1963).

    Google Scholar 

  12. A. I. Finkel'shtein, Opt. Spektrosk.,5, 264 (1958).

    Google Scholar 

  13. R. L. Ushakova, A. I. Mikaya, V. G. Zaikin, V. I. Kelarev, P. A. Kudryashov, A. F. Lunin, and N. A. Sokova, Zh. Obshch. Khim.,51, 1193 (1981).

    Google Scholar 

  14. H. Budzikiewicz, C. Djerassi, and H. Williams, Mass Spectrometry of Organic Compounds, Holden-Day, San Francisco (1967), p. 323.

    Google Scholar 

  15. D. L. Von Minden, J. G. Liehr, and M. H. Wilson, J. Org. Chem.,39, 285 (1974).

    Google Scholar 

  16. H. Nagasaka, E. Joshikawa, and K. Odo, J. Synth. Org. Chem. Jpn.,25, 802 (1967).

    Google Scholar 

  17. V. I. Kelarev and C. A. Shvekhgeimer, Khim. Geterotsikl. Soedin., No. 5, 645 (1980).

    Google Scholar 

  18. E. Mameli and F. D'Angeli, Farmaco, Ed. Sci.,141, 124 (1956); Chem. Abstr.,50, 13896 (1956).

    Google Scholar 

  19. W. Traube, Berichte,43, 3590 (1910).

    Google Scholar 

  20. R. B. Russell and G. H. Hitchings, J. Am. Chem. Soc.,72, 4922 (1950).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

See [1] for Communication 6.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 674–680, May, 1988.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kelarev, V.I., Karakhanov, R.A., Bellul', M. et al. Synthesis and properties of sym-triazine derivatives. 7. Synthesis of pyridyl-substituted 2-amino- and 2,4-diamino-sym-triazines. Chem Heterocycl Compd 24, 550–555 (1988). https://doi.org/10.1007/BF00755698

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00755698

Keywords

Navigation