Water → Sodium 3-chlorobenzene-1-sulfinate

HRID 1944440Notes

Reaction equation

HRID 1944440 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])O.[Na+:16].S([O-])([O-])=O.[Na+].[Na+].O>O1CCOCC1>[Na+:16].[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([O-:10])=[O:9])[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 179093-Chlorobenzenesulphonyl chlorideHCID 24437Sodium SulfiteHCID 516892Sodium Bicarbonate

Product 1

HCID 23677431Sodium 3-chlorobenzene-1-sulfinateYield 7.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
75 °C

Procedure

A solution of 3-chlorobenzenesulfonyl chloride (3.0 g) in dioxane (40 mL) was treated with a mixture of sodium hydrogen carbonate (2.7 g), sodium sulfite (3.6 g) and water (20 mL), and the resulting mixture was stirred at 75° C. for 30 minutes. The mixture was cooled to room temperature and concentrated under reduced pressure. The residue was triturated with ethanol to afford the title compound as a white solid (0.20 g).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was triturated with ethanol

Sources & evidence

ORD record
ord-f782cba467544f1285cd026dab12967c
Source dataset
uspto-grants-2013_03
Patent number
US08394836B2

Reaction notes

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