Aniline → 4-Nitrobenzanilide

Reaction equation

[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 6115Aniline

HCID 85024-Nitrobenzoyl chloride

Product 1

HCID 770034-Nitrobenzanilide

Procedure

According to the new process, the 4-nitrobenzoic acid chloride is condensed with aniline and the 4-nitro-benzanilide formed is extracted and nitrated.

Sources & evidence

ORD record: ord-9eb8db6a75034a69be7d19cb35e038d6
Source dataset: uspto-grants-1978_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04109093

Reaction notes

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