Chemistry of Heterocyclic Compounds

, Volume 31, Issue 5, pp 582–585 | Cite as

2,N-dicyanoacetamidine in the regioselective synthesis of pyrido[2,3-d]uracils

  • V. L. Ivanov
  • V. A. Artemov
  • A. M. Shestopalov
  • V. P. Litvinov


A new regioselective method of synthesizing functionally substituted pyrido[2,3-d]uracils from 2,N-dicyanoacetamidine is proposed. 3-Cyanopyridinecyanoimidines and 4-amino-2-bromopyrido[2, 3-d]pyrimidine hydrobromides were obtained as intermediate compounds. The structures of the compounds obtained were established by data of elemental analysis, NMR, IR, and mass spectra.


Mass Spectrum Organic Chemistry Pyrimidine Uracil Intermediate Compound 
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  1. 1.
    F. Wiedemann, M. Thiel, K. Stach, E. Roesch, and K. Hardebeck, Ger. Offen. 1963152 (1971); Chem. Abs.,75, 76844 (1971).Google Scholar
  2. 2.
    S. Minami, T. Shono, and J. Matsumoto, Chem. Pharm. Bull.,19, No. 7, 1482 (1971).PubMedGoogle Scholar
  3. 3.
    J. P. Osselaere and C. L. Lapiere, Eur. J. Med. Chem. Chim. Ther.,9, 305 (1974); Chem. Abs., 82, 16766 (1975).Google Scholar
  4. 4.
    R. K. Robins and G. H. Hitchings, J. Am. Chem. Soc.,80, 3449 (1958).Google Scholar
  5. 5.
    V. Oakes, R. Pascoe, and H. N. Rydon, J. Chem. Soc., No. 4, 1045 (1956).Google Scholar
  6. 6.
    A. Albert and F. Reich, J. Chem. Soc., No. 3, 1370 (1960).Google Scholar
  7. 7.
    G. M. Coppola and M. J. Shapiro, J. Heterocycl. Chem.,18, 495 (1981).Google Scholar
  8. 8.
    T. Hirayama, M. Kamada, and M. Mimura, Heterocycles,2, 457 (l974).Google Scholar
  9. 9.
    T. Hirayama, M. Kamada, and M. Mimura, Japan Kokai 75-100,069; Chem. Abs.,84, 17414 (1976).Google Scholar
  10. 10.
    T. Hirayama, M. Kamada, H. Tsurumi, and M. Mimura, Chem. Pharm. Bull,24, 26 (1976).Google Scholar
  11. 11.
    V. P. Litvinov, Yu. A. Sharanin, L. A. Rodionovskaya, V. Yu. Mortikov, and V. K. Promonenkov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 12, 2760 (1984).Google Scholar
  12. 12.
    K. R. Huffman and F. C. Schaefer, J. Org. Chem.,28, 1812 (1963).Google Scholar
  13. 13.
    V. A. Artyomov, L. A. Rodinovskaya, A. M. Shestopalov, and V. P. Lltvinov, Mendeleev Commun., No. 4, 149 (1993).Google Scholar
  14. 14.
    W. Kraus, W. Pietrzycki, and P. Tomasik, Chem. Scr.,23, 93 (1984).Google Scholar
  15. 15.
    A. R. Katritzky (ed.), Physical Methods in Heterocyclic Chemistry, Academic Press, New York (1963), Khimiya, Moscow, [Russian translation] (1966), p. 588.Google Scholar

Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • V. L. Ivanov
  • V. A. Artemov
  • A. M. Shestopalov
  • V. P. Litvinov

There are no affiliations available

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