Abstract
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.
Similar content being viewed by others
References
A. S. Fisyuk, L. V. Berdovich, D. V. Temnikov, and L. N. Knyaz'kova, Khim. Geterotsikl. Soedin. No. 7, 921 (1997).
A. S. Fyssiuk, M. A. Vorontsova, and R. S. Sagitullin, Mendeleev Commun., No. 6, 249 (1993).
A. S. Fisyuk, M. A. Vorontsova, and S. A. Ivanov, Khim. Geterotsikl. Soedin., No. 6, 812 (1994).
D. O. Imbroisi and N. S. Simpkins, Tetrahedron Lett.,30, 4309 (1989).
Y. Kawamura, E. Oya, K. Itoh, and H. Kita, Patent No. WO 9,407,857; Chem. Abstr.,121, 230667 (1994).
R. Shabana, J. B. Rasmussen, and S. O. Lewesson, Tetrahedron,37, 1819 (1989).
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.
P. Reynaud and R. C. Moreau, Bull. Soc. Chim. Fr., No. 17, 2999 (1964).
H. Budzikiewicz, C. Djerassi, and D. H. Williams, Interpretation of Mass Spectra of Organic Compounds, Holden-Day, San Francisco (1964).
N. S. Vul'fson, V. G. Zaikin, and A. I. Mikaya, Mass Spectrometry of Organic Compounds, Khimiya, Moscow (1986), p. 281.
Additional information
See [1] for Communication 1.
Omsk State University, Omsk 644077. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1688–1692, December, 1997.
Rights and permissions
About this article
Cite this article
Fisyuk, A.S., Vorontsova, M.A. & Temnikov, D.V. N-3-oxoalkylamides and-thioamides in synthesis of heterocyclic compounds.. Chem Heterocycl Compd 33, 1461–1465 (1997). https://doi.org/10.1007/BF02291650
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02291650