Hydrochloric Acid → 1-Naphthalenesulfinic acid

HRID 2371362Notes

Reaction equation

HRID 2371362 reaction equation
[C:1]1([S:11](Cl)(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.S([O-])([O-])=O.[Na+].[Na+].[OH-].[Na+].Cl>O>[C:1]1([S:11]([OH:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 665601-Naphthalenesulfonyl chloride

Product 1

HCID 108887691-Naphthalenesulfinic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

110 g of 1-naphthalenesulfonyl chloride was added to 500 ml of an aqueous solution of 122 g of sodium sulfite. A 20% aqueous solution of 36 g of sodium hydroxide was added dropwise to the reaction mixture while being cooled with water to 30° C. until the pH value reached around 8. The reaction mixture became homogenous in about 1 hour. 135 ml of 35% hydrochloric acid was then added dropwise to the reaction mixture. The resulting grayish white crystal was then filtered off, and air dried. The yield was 91.4 g (98% of theoretical value).

Workup

  1. filtrationThe resulting grayish white crystal was then filtered off
  2. customair dried

Sources & evidence

ORD record
ord-297d306b532542a59688d543d5e0cc75
Source dataset
uspto-grants-1992_03
Patent number
US05093229

Reaction notes

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