Sulfuric Acid → HCID 12585209, compound

HRID 1155771Notes

Reaction equation

HRID 1155771 reaction equation
S(Cl)(Cl)=O.[CH:5](=[O:13])[C:6]1[C:7](=[CH:9][CH:10]=[CH:11][CH:12]=1)[OH:8].[S:14](=O)(=[O:17])([OH:16])[OH:15]>>[S:14]([C:11]1[CH:12]=[C:6]([CH:5]=[O:13])[C:7]([OH:8])=[CH:9][CH:10]=1)([OH:17])(=[O:16])=[O:15]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 6998SalicylaldehydeHCID 24386Thionyl Chloride

Product 1

HCID 12585209HCID 12585209, compound

Procedure

The 3-(thiazolidin-2'-yl)-4-hydroxy-phenyl sulfonic acid hydrochloride used as the starting material for reaction with the thionyl chloride is prepared without isolating intermediates by reacting the salicylaldehyde with fuming sulfuric acid (25-45% SO3) to give 5-sulfosalicylaldehyde. Usually, the fuming sulfuric acid is employed in a quantity sufficient to provide a slight excess of SO3 over equimolar amounts of the starting aldehyde. The reaction is exothermic, usually reaching a temperature of 70° to 75° C. and may be cooled to lower temperatures of 40° to 50° C., if desired.

Workup

  1. customis prepared
  2. customwithout isolating intermediates

Sources & evidence

ORD record
ord-1014e4c4b8e44250bae8afdee711e47e
Source dataset
uspto-grants-1982_06
Patent number
US04332950

Reaction notes

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