m-Toluidine → HCID 25744005, compound

HRID 1397929Notes

Reaction equation

HRID 1397929 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].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=1>>[C:17]1([CH3:21])[CH:18]=[CH:19][CH:20]=[C:15]([NH:14][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:16]=1

Participants

3

Reactant 2

HCID 7934m-ToluidineHCID 823854-(Chlorosulfonyl)benzoic acid

Product 1

HCID 25744005HCID 25744005, compound

Procedure

4-(chlorosulfonyl)benzoic acid (500 mg, 2.27 mmol) was treated with m-toluidine (729 mg, 6.8 mmol) using method A to give 4-(N-m-tolylsulfamoyl)benzoic acid as an off white solid. Yield: 463 mg (70%). 1H-NMR: 8.10 (d, J=8.5 Hz, 2H), 7.64 (d, J=8.5 Hz, 2H), 7.22 (t, J=8.0 Hz, 1H), 7.12 (d, J=8.0 Hz, 1H), 6.95 (s, 1H), 6.85 (d, J=8.0 Hz, 1H), 3.14 (s, 3H), 2.26 (s, 3H).

Sources & evidence

ORD record
ord-9deff994e4454ddea1306f15f1e44757
Source dataset
uspto-grants-2014_12
Patent number
US08901306B2

Reaction notes

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