Water → 4-Benzenesulfinyl-benzoic acid

HRID 1470633Notes

Reaction equation

HRID 1470633 reaction equation
[C:1]1([S:7][C:8]2[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)([OH:18])N.Cl([O-])=O.[Na+].[OH2:25]>CC(C)=O>[C:1]1([S:7]([C:8]2[CH:15]=[CH:14][C:11]([C:12]([OH:18])=[O:13])=[CH:10][CH:9]=2)=[O:25])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

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

Product 1

HCID 3438114-Benzenesulfinyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The solution of 4-phenylsulfanyl-benzaldehyde (0.2 g, 0.93 mmol) in acetone (10 mL) was cooled to 0° C. in an ice bath. A solution of sulfamic acid (0.272 g, 2.8 mmol) in water (1 mL) was added and allowed to stir for 5 minutes at same temperature. An aq. solution of sodium chlorite (0.338 g, 3.7 mmol in 1 mL) was added and thew reaction mixture was allowed to stir for 30 minutes. The progress of the reaction was monitored by TLC. The reaction mixture was diluted with water and the resulting precipitate was filtered, washed with water and dried to get the title compound.

Workup

  1. customthew reaction mixture
  2. stirringto stir for 30 minutes
  3. filtrationthe resulting precipitate was filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-14b0d52a67234ae5a11428017cedefee
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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