Raiford and coworkers (1) have proved by a long series of experiments that when two acyl radicals, R-Ć=O and R'-Ć =O, are introduced into an ortho aminophenol only one mixed diacyl derivative can generally be obtained, regardless of the order of introduction of the radicals; and in this product the heavier and more acidic of these groups is usually found attached to nitrogen. To meet this requirement the migration of acyl from nitrogen to oxygen must occur in one of these reactions. If the acyls are R-Ć=O and R-0-Ć=O the latter is most frequently found on nitrogen.
Proceedings of the Iowa Academy of Science
©1943 Iowa Academy of Science, Inc.
Bacher, Paul H. and Raiford, L. Chas.
"The use of 2-Chlorophenoxyacetyl Chloride in the Preparation of Mixed Diacyl Derivatives of Ortho Aminophenols,"
Proceedings of the Iowa Academy of Science, 50(1), 247-251.
Available at: https://scholarworks.uni.edu/pias/vol50/iss1/20