4-Chlorobenzenesulfonyl chloride → Sodium 4-chlorobenzenesulfinate

HRID 986086Notes

Reaction equation

HRID 986086 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C([O-])([O-])=O.[Na+:16].[Na+]>[Zn].O>[Na+:16].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 10340Sodium Carbonate

Product 1

HCID 23664783Sodium 4-chlorobenzenesulfinate

Reagents, catalysts & solvents 2

HCID 23994ZincCatalyst2×HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a stirred suspension of 12 g zinc dust in 300 ml boiling water was added portion-wise 21.1 g p-chlorobenzene-sulphonylchloride. After stirring 1 hour at 90° C., the mixture was cooled down and excess Na2CO3 added. The water was evaporated off leaving a mixture of white powder and zinc compound. The powder was repeatedly extracted with methanol and the extract was evaporated off. Acetone was then added and the precipitate was filtered, washed with acetone and dried. Yield 18 g.

Workup

  1. temperaturethe mixture was cooled down
  2. customThe water was evaporated off
  3. customleaving
  4. extractionThe powder was repeatedly extracted with methanol
  5. customthe extract was evaporated off
  6. additionAcetone was then added
  7. filtrationthe precipitate was filtered
  8. washwashed with acetone
  9. customdried

Sources & evidence

ORD record
ord-3edddb094d024355a86136244ab0e84c
Source dataset
uspto-grants-1987_12
Patent number
US04710570

Reaction notes

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