4-(Chlorosulfonyl)benzoic acid → HCID 66763044, compound

HRID 1482820Notes

Reaction equation

HRID 1482820 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:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[NH:19][CH3:20]>>[CH3:14][O:15][C:16]1[CH:17]=[C:18]([N:19]([CH3:20])[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:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 823854-(Chlorosulfonyl)benzoic acidHCID 84349N-Methyl-m-anisidine

Product 1

HCID 66763044HCID 66763044, compound

Procedure

4-(chlorosulfonyl)benzoic acid (500 mg, 2.27 mmol) was treated with 3-methoxy-N-methylaniline (933 mg, 6.8 mmol) using method A to give 4-(N-(3-methoxyphenyl)-N-methylsulfamoyl)benzoic acid as an off white solid. Yield: 398 mg (55%). 1H-NMR: 8.10 (d, J=8.5 Hz, 2H), 7.66 (d, J=8.5 Hz, 2H), 7.25 (t, J=8.0 Hz, 1H), 6.88 (ddd, J=8.5, 2.5, 1.0 Hz, 1H), 6.67-6.64 (m, 2H), 3.69 (s, 3H), 3.16 (s, 3H).

Sources & evidence

ORD record
ord-33641f42d7464a8eaad1a33201204a95
Source dataset
uspto-grants-2016_08
Patent number
US09416101B2

Reaction notes

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