4-Nitrobenzoic Acid → 4-nitro-N-[2-(trifluoromethyl)phenyl]benzamide

Reaction equation

[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5].[N+:12]([C:15]1[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][CH:16]=1)([O-:14])=[O:13]>>[N+:12]([C:15]1[CH:16]=[CH:17][C:18]([C:19]([NH:5][C:4]2[CH:6]=[CH:7][CH:8]=[CH:9][C:3]=2[C:2]([F:10])([F:11])[F:1])=[O:20])=[CH:22][CH:23]=1)([O-:14])=[O:13]

Participants

Reactant 2

HCID 61084-Nitrobenzoic Acid

HCID 69222-(Trifluoromethyl)aniline

Product 1

HCID 7798694-nitro-N-[2-(trifluoromethyl)phenyl]benzamideYield 15.3%

Procedure

Using 2-trifluoromethylaniline (1.77 g, 11.0 mmol) and 4-nitrobenzoic acid (1.67 g, 10.0 mmol), the procedure of Reference Example 16 was repeated to obtain 474 mg (15.3%) the title compound in the form of colorless powder.

Sources & evidence

ORD record: ord-33162552f5a14903a0ce124e5d44dc3e
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Reaction notes

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