P-Anisidine → 4-[(4-methoxyphenyl)sulfamoyl]benzoic Acid

HRID 1482816Notes

Reaction equation

HRID 1482816 reaction equation
Cl[S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:14][O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1>>[CH3:14][O:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][S:2]([C:5]2[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=2)(=[O:4])=[O:3])=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 7732P-AnisidineHCID 823854-(Chlorosulfonyl)benzoic acid

Product 1

HCID 23768124-[(4-methoxyphenyl)sulfamoyl]benzoic Acid

Procedure

4-(chlorosulfonyl)benzoic acid (573 mg, 2.60 mmol) was treated with 4-methoxyaniline (800 mg, 6.5 mmol) using method A to give 4-(N-(4-methoxyphenyl)sulfamoyl)benzoic acid as an off white solid. Yield: 528 mg (66%). 1H-NMR: 10.05 (s, 1H), 6.96 (d, J=8.5 Hz, 2H), 6.80 (d, J=8.5 Hz, 2H), 6.96 (d, J=9.0 Hz, 2H), 6.80 (d, J=9.0 Hz, 2H), 3.67 (s, 3H).

Sources & evidence

ORD record
ord-5d9b602dac304254ad39475d9b3133a9
Source dataset
uspto-grants-2016_08
Patent number
US09416101B2

Reaction notes

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