4-Cyanobenzenesulfonyl chloride → Sodium 4-cyanobenzenesulfinate

HRID 750306Notes

Reaction equation

HRID 750306 reaction equation
C(=O)([O-])O.[Na+:5].[C:6]([C:8]1[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1)#[N:7]>S([O-])([O-])=O.[Na+].[Na+]>[C:6]([C:8]1[CH:9]=[CH:10][C:11]([S:14]([O-:16])=[O:15])=[CH:12][CH:13]=1)#[N:7].[Na+:5]

Participants

4

Reactant 2

HCID 394974-Cyanobenzenesulfonyl chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 23668300Sodium 4-cyanobenzenesulfinateYield 120.2%

Reagents, catalysts & solvents 1

HCID 24437Sodium SulfiteSolvent

Conditions

Temperature
70 °C

Procedure

[Step 1] To an aqueous solution (180 ml) of sodium sulfite (9.7 g) and sodium hydrogen carbonate (11.8 g) was added 4-cyanobenzenesulfonyl chloride (14.1 g) at room temperature and the mixture was stirred at 70° C. for 4 hrs. The solvent was evaporated under reduced pressure and the obtained residue was purified by medium pressure preparative liquid chromatography (MCI GEL, CHP20P (75-150μ), eluant=water) to give sodium 4-cyanobenzenesulfinate (15.9 g, 99%).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe obtained residue was purified by medium pressure preparative liquid chromatography (MCI GEL, CHP20P (75-150μ), eluant=water)

Sources & evidence

ORD record
ord-47119ea2fda34089900f4b2c38c3fa55
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Reaction notes

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