Chemistry of Heterocyclic Compounds

, Volume 19, Issue 12, pp 1333–1338 | Cite as

Cyclization of N-alkylazinium cations with binucleophiles. 8. Annellation of the imidazole ring with pyrazines and quinoxalines

  • V. N. Charushin
  • V. G. Baklykov
  • O. N. Chupakhin
  • N. N. Vereshchagina
  • L. M. Naumova
  • N. N. Sorokin
Article
  • 40 Downloads

Abstract

Monosubstituted and N,N′-disubstituted thioureas enter into cyclization with pyrazinium and quinoxalinium ion to form imidazo[4,5-b]-annellated pyrazines and quinoxalines.

Keywords

Organic Chemistry Imidazole Thiourea Pyrazines Imidazole Ring 

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Literature cited

  1. 1.
    V. N. Charushin, L. M. Naumova, G. G. Izmailova, and O. N. Chupakhin, Khim. Geterotsikl. Soedin., No. 8, 1120 (1983).Google Scholar
  2. 2.
    O. N. Chupakhin, V. N. Charushin, and Yu. V. Shnurov, Zh. Org. Khim.,16, 1064 (1980).Google Scholar
  3. 3.
    V. N. Charushin, O. N. Chupakhin, and A. I. Rezvukhin, Heterocycles,16, 196 (1981).Google Scholar
  4. 4.
    V. N. Charushin, M. G. Ponizovskii, O. N. Chupakhin, A. I. Rezvukhin, G. M. Petrova, and Yu. A. Efremov, Khim. Geterotsikl. Soedin., No. 11, 1543 (1981).Google Scholar
  5. 5.
    O. N. Chupakhin, V. N. Charushin, L. M. Naumova, and A. I. Rezvukhin, Dokl. Akad. Nauk SSSR,261, 384 (1981).Google Scholar
  6. 6.
    Y. C. Tong, J. Heterocycl. Chem.,18, 751 (1981).Google Scholar
  7. 7.
    Y. C. Tong, J. Heterocycl. Chem.,17, 381 (1980).Google Scholar
  8. 8.
    G. W. H. Cheeseman and R. F. Cookson, Condensed Pyrazines, Wiley, New York (1979).Google Scholar
  9. 9.
    E. Shipper and V. Day, in: Heterocyclic Compounds, R. Elderfield, ed., Wiley (1957).Google Scholar
  10. 10.
    L. G. Toldi, Khim. Geterotsikl. Soedin., No. 7, 838 (1978).Google Scholar
  11. 11.
    G. C. Levy and G. L. Nelson, Carbon-13 Nuclear Magnetic Resonance for Organic Chemists, Wiley-Interscience (1972).Google Scholar
  12. 12.
    I. Ishiguro, K. Funakoshi, S. Saeki, and M. Hamana, Heterocycles, No. 2, 179 (1980).Google Scholar
  13. 13.
    L. Citerio, M. L. Saccarello, and R. Stradi, Synthesis, 594 (1979).Google Scholar
  14. 14.
    M. L. Maltani, R. Strandi, and E. Rivera, J. Heterocycl. Chem.,18, 921 (1981).Google Scholar
  15. 15.
    S. Gabriel and A. Sonn, Chem. Ber.,40, 4850 (1907).Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • V. N. Charushin
    • 1
  • V. G. Baklykov
    • 1
  • O. N. Chupakhin
    • 1
  • N. N. Vereshchagina
    • 1
  • L. M. Naumova
    • 1
  • N. N. Sorokin
    • 1
  1. 1.S. M. Kirov Ural Polytechnic InstituteSverdlovsk

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