4-Chloroaniline → N-(4-chlorophenyl)-2-nitrobenzamide

HRID 395827Notes

Reaction equation

[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[N+:9]([C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14](Cl)=[O:15])([O-:11])=[O:10]>>[N+:9]([C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:15])([O-:11])=[O:10]

Participants

Reactant 2

HCID 78124-Chloroaniline

HCID 118752-Nitrobenzoyl chloride

Product 1

HCID 695261N-(4-chlorophenyl)-2-nitrobenzamideYield 64%

Procedure

Using the procedure described in Example 93, Part A, 4-chloroaniline (11.8 mmol) and 2-nitrobenzoyl chloride (12.9 mmol) yielded 2.07 g (64%) of the title compound.

Sources & evidence

ORD record: ord-b339d21c6b8d4415812145aac95904aa
Source dataset: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06605626B2

Reaction notes

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