An organic compound ' A ' on reaction with NH 3 followed by heating gives compound B . Which on…

An organic compound 'A' on reaction with NH3 followed by heating gives compound B. Which on further strong heating gives compound C C8H5NO2. Compound C on sequential reaction with ethanolic KOH, alkyl chloride and hydrolysis with alkali gives a primary amine. The compound A is

Solution

The carboxylic acids on heating with ammonia give amides. A diamide on strong heating give an imide.

Gabriel Phthalimide reaction: The hydrogen of the imide is acidic which can be extracted with base. Now, the nucleophile formed undergo bimolecular nucleophilic substitution reaction with alkyl chloride. Now, the alkyl imide undergo hydrolysis to give primary amine.

Asked in: JEE Main 2022 (25 Jul Shift 1)

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