Sodium Sulfite → Sodium 4-(methylsulfonyl)benzenesulfinate

HRID 545311Notes

Reaction equation

HRID 545311 reaction equation
C([O-])(O)=O.[Na+:5].[O-]S([O-])=O.[Na+].[Na+].[CH3:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14]>O>[Na+:5].[CH3:12][S:13]([C:16]1[CH:17]=[CH:18][C:19]([S:22]([O-:24])=[O:23])=[CH:20][CH:21]=1)(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 24437Sodium SulfiteHCID 516892Sodium BicarbonateHCID 27351824-Methanesulfonylbenzene-1-sulfonyl chloride

Product 1

HCID 23674706Sodium 4-(methylsulfonyl)benzenesulfinateYield 36.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 0.26 g (3.2 mmol) of NaHCO3 and 0.4 g (3.2 mmol) of Na2SO3 in water (1.5 mL) were added 0.4 g (1.6 mmol) of 4-(methylsulfonyl)-benzenesulfonyl chloride. The reaction was heated at 80° C. for 3 h. The solvent was removed under reduced pressure. The crude material was suspended in boiling ethanol (20 mL) and the inorganic solids were removed by filtration. The filtrate was concentrated under reduced pressure to afford 0.14 g of 4-methanesulfonyl-benzenesulfinic acid sodium salt.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe inorganic solids were removed by filtration
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1868f4d264854a4286c48db3a88416c8
Source dataset
uspto-grants-2011_05
Patent number
US07935715B2

Reaction notes

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