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Question:

Which of the following reactions is appropriate for converting acetamide to methanamine?

Gabriels phthalimide synthesis

Hoffmann hypobromamide reaction

Stephens reaction

Carbylamine reaction

Solution:

This is an example of Hoffmann hypobromamide reaction.
CH3CONH2+Br2+KOH→CH3NH2
Mechanism :
CH3CONH2+Br2+KOH→CH3CONHBr+KBr+H2O
CH3CONHBr+KOH→CH3NCO+KBr+H2O
CH3NCO+2KOH→CH3NH2+K2CO3