Chemistry of Heterocyclic Compounds

, Volume 33, Issue 12, pp 1461–1465 | Cite as

N-3-oxoalkylamides and-thioamides in synthesis of heterocyclic compounds.

2. Synthesis of 6-acetoxy-5,6-dihydro-4H-1,3-oxazinium perchlorates. New method of preparation of N-3-oxoalkylthioamides
  • A. S. Fisyuk
  • M. A. Vorontsova
  • D. V. Temnikov


Previously unknown 6-acetoxy-5,6-dihydro-4H-1,3-oxazinium perchlorates were obtained by reacting N-3-oxoalkylamides with perchloric acid in acetic anhydride. It was found that the reaction of 6-acetoxy-5,6-dihydro-4H-1,3-oxazinium perchlorates with sodium hydrosulfide yields N-3-oxoalkylthioamides.


Sodium Acetic Organic Chemistry Anhydride Perchlorate 
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  1. 1.
    A. S. Fisyuk, L. V. Berdovich, D. V. Temnikov, and L. N. Knyaz'kova, Khim. Geterotsikl. Soedin. No. 7, 921 (1997).Google Scholar
  2. 2.
    A. S. Fyssiuk, M. A. Vorontsova, and R. S. Sagitullin, Mendeleev Commun., No. 6, 249 (1993).Google Scholar
  3. 3.
    A. S. Fisyuk, M. A. Vorontsova, and S. A. Ivanov, Khim. Geterotsikl. Soedin., No. 6, 812 (1994).Google Scholar
  4. 4.
    D. O. Imbroisi and N. S. Simpkins, Tetrahedron Lett.,30, 4309 (1989).Google Scholar
  5. 5.
    Y. Kawamura, E. Oya, K. Itoh, and H. Kita, Patent No. WO 9,407,857; Chem. Abstr.,121, 230667 (1994).Google Scholar
  6. 6.
    R. Shabana, J. B. Rasmussen, and S. O. Lewesson, Tetrahedron,37, 1819 (1989).Google Scholar
  7. 7.
    D. Barton and W. D. Ollis (eds.), Comprehensive Organic Chemistry [Russian translation], Vol. 9, Oxygen-containing, Sulfur-containing, and Other Heterocycles, P. G. Simms (ed.), Khimiya, Moscow (1985), p. 607.Google Scholar
  8. 8.
    P. Reynaud and R. C. Moreau, Bull. Soc. Chim. Fr., No. 17, 2999 (1964).Google Scholar
  9. 9.
    H. Budzikiewicz, C. Djerassi, and D. H. Williams, Interpretation of Mass Spectra of Organic Compounds, Holden-Day, San Francisco (1964).Google Scholar
  10. 10.
    N. S. Vul'fson, V. G. Zaikin, and A. I. Mikaya, Mass Spectrometry of Organic Compounds, Khimiya, Moscow (1986), p. 281.Google Scholar

Copyright information

© Plenum Publishing Corporation 1998

Authors and Affiliations

  • A. S. Fisyuk
  • M. A. Vorontsova
  • D. V. Temnikov

There are no affiliations available

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