TRANSFORMATIONS OF ANTHRAISOXAZOL-6-ONES IN HYDROHALIC ACIDS

Article abstract of DOI:10.1007/BF00504104

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.