The amide reacts with bromine in a basic medium forming an N-bromoamide, which regroups to isocyanate. Hydrolysis of the isocyanate produces carbamic acid, which decarboxylates to give the amine.
Amine synthesis by Hofmann rearrangement
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- Germán Fernández
- AMINES THEORY
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Amides are converted to amines, with one less carbon, by treatment with bromine in a basic medium. This reaction is known as the Hofmann rearrangement.