2-Methoxyaniline → 4-fluoro-N-(2-methoxyphenyl)benzenesulfonamide

Reaction equation

[CH3:1][O:2][C:3]1[C:4]([NH2:9])=[CH:5][CH:6]=[CH:7][CH:8]=1.[F:10][C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1>>[F:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([NH:9][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])(=[O:19])=[O:18])=[CH:13][CH:12]=1

Participants

Reactant 2

HCID 70002-Methoxyaniline

HCID 95884-Fluorobenzenesulfonyl chloride

Product 1

HCID 7110794-fluoro-N-(2-methoxyphenyl)benzenesulfonamideYield 93.1%

Procedure

Using o-anisidine (1.0 ml, 8.55 mmol) and 4-fluorobenzenesulfonyl chloride (1.7 g, 8.55 mmol), the procedure of Reference Example 2 was repeated to obtain 2.24 g (93.1%) of the title compound in the form of colorless prism crystals.

Sources & evidence

ORD record: ord-286d645aee2846f5b4cfba9c154358d8
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728835

Reaction notes

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