Abstract
Facile nucleophilic substitution of the chloride ion to give 5-alkoxy- or 5-aryloxy-anthra[1,9-cd]-6-isoxazolones occurs in the reaction of 5-chloroanthra[1,9-cd]-6-isoxazolone with alcohols and phenols. The possibility of conversion of the synthesized isoxazolones to 1-amino-4-alkoxyanthraquinones is demonstrated.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
L. M. Gornostaev, V. A. Levdanskii, and E. P. Fokin, Zh. Org. Khim., 15, 1692 (1979).
V. A. Levdanskii and L. M. Gornostaev, Izv. Vuzov, Khim. Khim. Tekhnol., 24, No. 3, 277 (1981).
L. M. Gornostaev and V. A. Levdanskii, Zh. Org. Khim., 16, 2209 (1980).
L. M. Gornostaev and V. T. Sakilidi, Khim. Geterotsikl. Soedin., No. 11, 1471 (1980).
A. M. Galushko and N. S. Dokunikhin, Zh. Org. Khim., 15, 575 (1979).
L. M. Gornostaev, G. I. Zolotareva, and D. Sh. Verkhovodova, Khim. Geterotsikl. Soedin., No. 9, 1186 (1981).
German Patent No. 158531; Frdl., 8, 241 (1908).
V. Ya. Fain, Tables of the Electronic Spectra of Anthraquinone and Its Derivatives [in Russian], Khimiya, Leningrad (1970), p. 69.
A. Gordon and R. Ford, The Chemist's Companion, Wiley (1973).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1329–1331, October, 1983.
Rights and permissions
About this article
Cite this article
Zolotareva, G.I., Gornostaev, L.M. Reaction of 5-chloroanthra[1,9-cd]-6-isoxazolone with oxygen-containing nucleophiles. Chem Heterocycl Compd 19, 1057–1059 (1983). https://doi.org/10.1007/BF00505751
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00505751