Rearrangement of N-benzyl-2-cyano-2-(hydroxyimino)acetamide.
The reduction of N-benzyl-2-cyano-2-(hydroxyimino)acetamide resulted in the formation of N-benzyl-1,2-ethanediamine and N-benzyl-N'-methyl-1,2-ethanediamine in approximately an equimolar ratio. The formation of the two unexpected products is explained by the migration of a cyano group in a Beckmann-type rearrangement.
D000081:Acetamides; D000817:Anilino Naphthalenesulfonates / Q000032:analysis*; D000929:Antidepressive Agents, Tricyclic; D014150:Antipsychotic Agents; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D013050:Spectrometry, Fluorescence
D000081:Acetamides; D000817:Anilino Naphthalenesulfonates; D000929:Antidepressive Agents, Tricyclic; D014150:Antipsychotic Agents; C016263:N-benzyl-2-cyano-2-(hydroxyimino)acetamide