2-(Trifluoromethyl)aniline → 4-methoxy-N-[2-(trifluoromethyl)phenyl]benzenesulfonamide

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].[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1>>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH:5][S:20]([C:17]1[CH:16]=[CH:15][C:14]([O:13][CH3:12])=[CH:19][CH:18]=1)(=[O:22])=[O:21]

Participants

Reactant 2

HCID 69222-(Trifluoromethyl)aniline

HCID 74014-Methoxybenzenesulfonyl chloride

Product 1

HCID 7559704-methoxy-N-[2-(trifluoromethyl)phenyl]benzenesulfonamideYield 75.5%

Procedure

Using 2-trifluoromethylaniline (1.39 g, 8.55 mmol) and 4-methoxybenzenesulfonyl chloride (1.78 g, 8.55 mmol), the procedure of Reference Example 2 was repeated to obtain 2.14 g (75.5%) of the title compound in the form of colorless solid.

Sources & evidence

ORD record: ord-a203f03510c84376936109923b3e225b
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Reaction notes

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