Water → 4-Benzenesulfinyl-benzoic acid

HRID 1501010Notes

Reaction equation

HRID 1501010 reaction equation
[C:1]1([S:7][C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br-].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.[OH2:50]>N1C=CC=CC=1>[C:1]1([S:7]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)=[O:50])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2385984-(Phenylthio)benzoic acidHCID 17977687Phenyltrimethylammonium bromide dibromide

Product 1

HCID 3438114-Benzenesulfinyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
20 °C

Procedure

To a suspension of 4-(phenylthio)benzoic acid (800 mg, 3.5 mmol) in pyridine (5 mL) and water (5 mL) was added N-phenyl-N,N,N-trimethylammonium tribromide (1.4 g, 3.7 mmol). The mixture was stirred at 20° C. for 12 hours. Then the solvent was evaporated in vacuo to give 4-(phenylsulfinyl)benzoic acid which was used directly without further purification. LRMS (M+H)− m/z: calcd 246.04. found 246.

Workup

  1. customThen the solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-f5d9c31ce0144005bfdc5ef58b15cb6b
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

Loading…