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Transformations of anthra[1,9-cd]isoxazol-6-ones in hydrohalic acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

4-Halo-1-aminoanthraquinones are formed when anthra [1,9-cd]isoxazol-6-ones are refluxed in hydrohalic acids. The 3 position undergoes halogenation when 5-substituted isoxazoles are used. The process takes place via a one-proton mechanism with the participation of halide ion in the rate-determining step, possibly with the intermediate formation of N-haloaminoanthraquinones.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1471–1473, November, 1980.

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Gornostaev, L.M., Sakilidi, V.T. Transformations of anthra[1,9-cd]isoxazol-6-ones in hydrohalic acids. Chem Heterocycl Compd 16, 1112–1114 (1980). https://doi.org/10.1007/BF00504104

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  • DOI: https://doi.org/10.1007/BF00504104

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