Hydrochloric Acid → 1-Naphthalenesulfinic acid

HRID 2165030Notes

Reaction equation

HRID 2165030 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.[OH-].[Na+].Cl>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

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

To 500 ml of an aqueous solution of 122 g of sodium sulfite was added 110 g of α-naphthalenesulfonyl chloride. While cooling the mixture with water, 20% aqueous solution of 36 g of sodium hydroxide was dropwise added to the mixture so as to keep the reaction mixture at a pH of about 8. After about one hour, the reaction mixture became uniform. To the mixture was added 135 ml of 35% hydrochloric acid was dropwise added. The formed grayish-white crystals were recovered by filtration and air-dried. The yield was 91.4 g (98% of theoretical value).

Workup

  1. additionwas dropwise added to the mixture so as
  2. additionwas dropwise added
  3. filtrationThe formed grayish-white crystals were recovered by filtration
  4. customair-dried

Sources & evidence

ORD record
ord-5fd278b65dcb4cc5aa6644c2a9fe8e3b
Source dataset
uspto-grants-1990_07
Patent number
US04939064

Reaction notes

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