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

Gabriels phthalimide synthesis

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Carbylamine reaction

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Hoffmann hypobromamide reaction

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Stephens reaction

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Solution

The correct option is B Hoffmann hypobromamide reaction
This is an example of Hoffmann hypobromamide reaction.

$C H_{3} C O N H_{2} + B r_{2} + K O H \to C H_{3} N H_{2}$

Mechanism :
$C H_{3} C O N H_{2} + B r_{2} + K O H \to C H_{3} C O N H B r + K B r + H_{2} O$

$C H_{3} C O N H B r + K O H \to C H_{3} N C O + K B r + H_{2} O$

$C H_{3} N C O + 2 K O H \to C H_{3} N H_{2} + K_{2} C O_{3}$

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