Question

Write the reactions of (i) aromatic and (ii) aliphatic primary amines with nitrous acid.

The gas evolved when methylamine reacts with HNO₂ is :

An amide 'A' with molecular formula C₇H₇ON undergoes Hoffmann Bromamide degradation reaction to give amine 'B'. B on treatment with nitrous acid at 273-278 K form 'C' and on treatment with chloroform and ethanolic potassium hydroxide forms 'D'. 'C' on treatment with ethanol gives 'E'. Identify 'A', 'B', 'C' 'D' and 'E.' and write the sequence of chemical equations.