New Experiments in the Reductive N-Alkylation and N-Peralkylation of Aromatic Amines

Some secondary and primary aromatic amines were variously N-alkylated and N-peralkylated by the aldehyde-sodium borohydride procedure in acidic aqueous solution. The procedure lends itself to the α-mono and α,α1-dideuterium labelling of the new N-substituent(s).