Water → 4-Benzenesulfinyl-benzoic acid

HRID 1177843Notes

Reaction equation

HRID 1177843 reaction equation
S(=O)(=O)(O)N.[C:6]1([S:12][C:13]2[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl([O-])=[O:22].[Na+].[OH2:25]>CC(C)=O>[C:6]1([S:12]([C:13]2[CH:20]=[CH:19][C:16]([C:17]([OH:22])=[O:18])=[CH:15][CH:14]=2)=[O:25])[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 5987Sulfamic AcidHCID 71023Benzaldehyde, p-phenylthio-HCID 23668197Sodium Chlorite

Product 1

HCID 3438114-Benzenesulfinyl-benzoic acidYield 85%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

Sulphamic acid (0.68 gm, 7.00 mmol) in 2 mL water was added at 0° C. to a mixture of 4-phenylsulfanyl-benzaldehyde (0.5 g, 2.34 mmol) in 10 mL acetone. After 5 minutes sodium chlorite (0.845 g, 9.34 mmol) was added and the resulting mixture was stirred at 0° C. for 30 minutes. Water was added and the solid obtained was isolated by filtration to afford 0.49 g (85% yield) of 4-benzenesulfinyl-benzoic acid.

Workup

  1. customthe solid obtained
  2. customwas isolated by filtration

Sources & evidence

ORD record
ord-69c976a18e404261acccc1e4769309f8
Source dataset
uspto-grants-2010_11
Patent number
US07842696B2

Reaction notes

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