Chemistry of Heterocyclic Compounds

, Volume 31, Issue 1, pp 99–106 | Cite as

Synthesis and properties of derivatives ofsym-triazines 14. Cyanoethylation of 4,6-disubstituted 2-amino-sym-triazines

  • V. I. Kelarev
  • V. N. Kosbelev
  • R. A. Karakhanov
Article
  • 25 Downloads

Abstract

The cyanoethylation of 4,6-disubstituted 2-amino-sym-triazines containing alkyl trichloromethyl, and pyridyl groups was studied, and the corresponding dicyanoethyl derivatives were synthesized. It was shown that the yield of the latter and the duration of the reaction depend on the nature of the substituents in the ring of the initial amino-sym-triazines. A method of obtaining 2-(2-cyanoethyl)amino-sym-triazines is proposed based on the decyanoethylation and disproportionation of the dicyanoethyl derivatives as well as the trans-cyanoethylation.

Keywords

Organic Chemistry Pyridyl Disproportionation Trichloromethyl Pyridyl Group 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    V. I. Kelarev, V. N. Koshelev, N. V. Belov, O. V. Malova, and R. A. Karakhanov, Khim. Geterotsikl. Soedin., No. 8, 1125 (1994).Google Scholar
  2. 2.
    S. Hayashi, M. Furukawa, J. Yamamoto, and Y. Nishizima, Chem. Pharm. Bull.,16, 474 (1968).PubMedGoogle Scholar
  3. 3.
    A. Kreutzberger and M. Loch, J. Heterocycl. Chem.,24, No. 6, 1697 (1987).Google Scholar
  4. 4.
    W. Schwarze, South African Patent 6,707,036; Chem. Abstr.,71, 3409 (1969).Google Scholar
  5. 5.
    K. Matsui, K. Wakabayashi, M. Tsunoda, Y. Suzuki, and M. Tsuda, Jpn. Pat. 7,041,592; Chem. Abstr.,75, 5964 (1971).Google Scholar
  6. 6.
    K. Wakabayashi, M. Tsunoda, and Y. Suzuki, J. Synth. Org. Chem. Jpn.,27, 868 (1969).Google Scholar
  7. 7.
    Dzh. Metsburyan, Dissertation for the degree Kand. Khim. Nauk. Erevan State Univ., Erevan, 1977.Google Scholar
  8. 8.
    W. D. Niederhauser, U. S. Patent 2,577,477; Chem. Abstr.,46, 6163 (1952).Google Scholar
  9. 9.
    A. E. Kretov, and A. V. Davydov, Zh. Obshch. Khim.,35, 2155 (1965).Google Scholar
  10. 10.
    A. E. Kretov and A. V. Davydov, Khim. Geterotsikl. Soedin. No. 4, 734 (1967).Google Scholar
  11. 11.
    A. P. Terent'ev and A. N. Kost, Reactions and Methods of Investigation of Organic Compounds [in Russian], Vol. 2, Goskhimizdat, Moscow-Leningrad (1952), p. 47.Google Scholar
  12. 12.
    P. F. Butskus, Zh. Obshch. Khim.,31, 764 (1961).Google Scholar
  13. 13.
    S. N. Suminov and A. N. Kost, Izv. Vuzov. Khim. Khim. Tekhnol.,6, 601 (1963).Google Scholar
  14. 14.
    S. N. Suminov and A. N. Kost, Usp. Khim.,38, 1933 (1969).Google Scholar
  15. 15.
    P. F. Butskus, Usp. Khim.,30, 1352 (1961).Google Scholar
  16. 16.
    P. F. Butskus and R. Yu Stanite, Zh. Obshch. Khim.,33, 624 (1963).Google Scholar
  17. 17.
    V. I. Kelarev, A. S. Remizov, R. A. Karakhanov, Yu. N. Polivin, and D. Oietaio, Khim. Geterotsikl. Soedin., No. 10, 1395 (1992).Google Scholar
  18. [18]
    R. Sil'verstein, G. Bassier, and T. Morril, Spectrometric Identification of Organic Compounds [Russian translation], Mir, Moscow (1977), pp. 196–201.Google Scholar
  19. 19.
    P. Haque, and S. Lilley, Appl. Spectroscopy,26, 309 (1972).Google Scholar
  20. 20.
    V. I. Kelarev, M. Bellul, V. I. Zab'yalov, Dibi Ammar, A. N. Golovin, E. A. Lisitsyn, and R. A. Karakhanov, Zh. Org. Khim.,24, 1100 (1988).Google Scholar
  21. 21.
    V. I. Kelarev, R. A. Karakhanov, Yu. N. Polivin, A. M. Kuatbekov, A. S. Remizov, and A. I. Mikaya, Khim. Geterotsikl. Soedin., No. 9, 1271 (1993).Google Scholar
  22. 22.
    V. I. Kelarev, Dibi Ammar, A. F. Lunin, and O. V. Malova, Zh. Org. Khim.,21, 1306 (1985).Google Scholar
  23. 23.
    V. I. Kelarev, R. A. Karakhanov, M. Bellul, R. L. Ushakova, and A. I. Mikaya, Khim. Geterotsikl. Soedin., No. 5, 675 (1988).Google Scholar
  24. 24.
    V. I. Kelarev, M. Bellul, R. A. Karakhanov, Dibi Ammar, and A. F. Lunin, Khim. Geterotsikl. Soedin., No. 3, 356 (1987).Google Scholar
  25. 25.
    V. I. Kelarev, Dibi Ammar, and A. F. Lunin, Khim. Geterotsikl. Soedin., No. 11, 1557 (1985).Google Scholar
  26. 26.
    V. I. Kelarev, R. A. Karakhanov, A. S. Kokosova, and G. D. Gankin. Khim. Geterotsikl. Soedin., No. 9, 1250 (1992).Google Scholar
  27. 27.
    J. Thurston, U. S. Patent, 2,309,679; Chem. Abstr.,37, 3769 (1943).Google Scholar

Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • V. I. Kelarev
  • V. N. Kosbelev
  • R. A. Karakhanov

There are no affiliations available

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