H. Gershon et al., REEXAMINATION OF THE THERMOLYTIC REARRANGEMENT OF 4-HALOPHENYL AZIDESTO 2-AMINOPHENOLS AND OTHER PRODUCTS, Monatshefte fuer Chemie, 124(4), 1993, pp. 367-379
The halogenation of derivatives of 2-aminophenol with N-chloro- and N-
bromosuccinimides at ambient temperatures in acetic acid was studied.
With the necessary compounds available, a reexamination of the thermol
ytic rearrangement of 2-halophenyl azides to 2-aminophenols and other
products was undertaken. It is certain that the rearrangement of 4-hal
ophenyl azides to 2-aminophenols occurs but the products identified in
this study differ significantly from those reported previously by Sus
chitzky et al. (1963, 1966).