Sodium Sulfite → 1-Naphthalenesulfinic acid

HRID 1742176Notes

Reaction equation

HRID 1742176 reaction equation
S([O-])([O-])=O.[Na+].[Na+].[C:7]1([S:17](Cl)(=[O:19])=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1>O>[C:7]1([S:17]([OH:19])=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 24437Sodium SulfiteHCID 665601-Naphthalenesulfonyl chloride

Product 1

HCID 108887691-Naphthalenesulfinic acidYield 95.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

189 g of sodium sulfite was dissolved in 600 ml of water, the solution as warmed at a temperature ranging from 60° to 70° C., 68 g of 1-naphthalenesulfonyl chloride was added and then the mixture was reacted at a temperature ranging from 50° to 60° C. for 5 hours. Insolubles were filtered off, the temperature of the reaction solution was brought back to room temperature and the solution was acidified by addition of conc. hydrochloric acid. The resulting precipitates were collected by filtration to give 55 g of 1-naphthalene sulfinic acid.

Workup

  1. temperaturethe solution as warmed at a temperature
  2. customranging from 60° to 70° C.
  3. customthe mixture was reacted at a temperature
  4. filtrationInsolubles were filtered off
  5. customwas brought back to room temperature
  6. additionthe solution was acidified by addition of conc. hydrochloric acid
  7. customThe resulting precipitates
  8. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-d3995d08f4e642b0904590622f91bc67
Source dataset
uspto-grants-1994_08
Patent number
US05338640

Reaction notes

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