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Question

Curtius rearrangement is

A
RCON3ΔIsocyanateH2ORNH2
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B
RCOOH+HN3H2SO4−−−RNH2
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C
RCONHOHOH−−RNH2
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D
NitrobenzeneH2, Pt−−−Aniline
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Solution

The correct option is A RCON3ΔIsocyanateH2ORNH2
In Curtius rearrangement, acyl halides will react with sodium azide to give primary amines.

Mechanism of Curtius rearrangement:
1. Azide ion will attack the acyl carbon and replace the Cl atom to acyl azide.
2. On heating the acyl azide, N2 gets eliminated and the alkyl group gets migrated to form a isocyanate intermediate.
3. Isocyanate on hydrolysis gives primary amine and CO2.
Hence, option (a) represent Curtius rearrangement.
Option (b) represent Schmidt rearrangement
Option (c) represent Lossen rearrangement
Option (d) represent catalytic reduction of nitro group to amino group.

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