Abstract
Aminals of 5-halofurfurals (products of the reaction of 5-halofurfurals with 2 moles of secondary amines) in the solid phase undergo rearrangement to 5-N,N-dialkylaminofurfurylidene-N,N-dialkylimmonium salts. The kinetics of the reaction were studied. A mechanism for the reaction is proposed.
Similar content being viewed by others
Literature cited
Z. N. Nazarova and V. S. Pustovarov, Khim. Geterotsikl. Soedin., No. 4, 586 (1969).
V. S. Pustovarov, Z. N. Nazarova, and O. B. Kravchenko, Zh. Org. Khim., 7, 835 (1971).
Z. N. Nazarova and G. F. Potemkin, Zh. Org. Khim., 4, 722 (1968).
Z. N. Nazarova, V. S. Pustovarov, and L. V. Fomina, Khim. Geterotsikl. Soedin., No. 3, 569 (1968).
Z. N. Nazarova, V. N. Novikov, and V. S. Pustovarov, Zh. Org. Khim., 2, 161 (1966).
V. N. Novikov and Z. N. Nazarova, Khim. Geterotsikl. Soedin., No. 1, 3 (1967).
V. N. Novikov and L. D. Babeshkina, Khim. Geterotsikl. Soedin., No. 11, 1465 (1976).
V. N. Novikov, S. V. Borodaev, and L. D. Babeshkina, Khim. Geterotsikl. Soedin., No. 5, 601 (1982).
V. N. Novikov and V. E. Polyakov, Khim. Geterotsikl. Soedin., No. 6, 747 (1982).
V. N. Novikov and Z. N. Nazarova, Zh. Org. Khim., 1, 2022 (1965).
K. Yamamoto and A. Tanaka, J. Heterocycl. Chem., 16, 1293 (1979).
M. D. Auria, G. Piancatelli, and A. Scettri, Tetrahedron, 36, 1877 (1980).
P. J. Newcombe and R. K. Norris, Tetrahedron Lett., No. 22, 699 (1981).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1468–1470, November, 1982.
Rights and permissions
About this article
Cite this article
Novikov, V.N. Solid-phase rearrangement of aminals of 5-halofurfurals to 5-N,N-dialkylamino-furfurlyidene-N,N-dialkylimmonium salts. Chem Heterocycl Compd 18, 1136–1138 (1982). https://doi.org/10.1007/BF00506358
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00506358