Reexamination of the thermolytic rearrangement of 4-halophenyl azides to 2-aminophenols and other products / H. Gershon, D. D. Clarke, and M. Gershon, Department of Chemistry, Fordham University, Bronx, NY 10458, USA, New York Botanical Garden, Bronx, NY 10458, USA

Authors

Herman Gershon, Fordham University
Donald Dudley Clarke PhD, Fordham UniversityFollow
Muriel Gershon, New York Botanical Garden

Document Type

Article

Keywords

Acetylated-2-amino-5-halophenols, 2-Acetamido-5-haloanisoles, 6-Halo-2-methylbenzoxazoles, 6-Halobenzoxazolones, 6-Halotriacetylaminophenols, 1H-NMR spectra, Fungicidal activity

Disciplines

Biochemistry

Abstract

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 thermolytic rearrangement of 2-halophenyl azides to 2-aminophenols and other products was undertaken. It is certain that the rearrangement of 4-halophenyl azides to 2-aminophenols occurs but the products identified in this study differ significantly from those reported previously by Suschitzky et al. (1963, 1966)

Article Number

1081

Publication Date

1993

Recommended Citation

Gershon, Herman; Clarke, Donald Dudley PhD; and Gershon, Muriel, "Reexamination of the thermolytic rearrangement of 4-halophenyl azides to 2-aminophenols and other products / H. Gershon, D. D. Clarke, and M. Gershon, Department of Chemistry, Fordham University, Bronx, NY 10458, USA, New York Botanical Garden, Bronx, NY 10458, USA" (1993). Chemistry Faculty Publications. 82.
https://research.library.fordham.edu/chem_facultypubs/82

Comments

Monatshefte für Chemie 124:367-379. http://dx.doi.org/10.1007/BF00814133