The rearrangement of phenylsulphamic acid to sulphanilic acid, which has often been cited as being intramolecular in character, is shown to proceed, at least in dioxan–sulphuric acid, by an intermolecular path. In this medium the rearrangement is demonstrated to involve a rapid hydrolysis of the phenylsulphamate species followed by a slow sulphonation reaction.
W. J. Spillane and F. L. Scott, J. Chem. Soc. B, 1968, 779 DOI: 10.1039/J29680000779
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