Sulfuric Acid → 100606-86-8

HRID 858146Notes

Reaction equation

HRID 858146 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([Cl:9])=[CH:4][C:3]=1[S:10](Cl)(=O)=O.OS(O)(=O)=O>[Zn].C1(C)C=CC=CC=1>[Cl:9][C:5]1[CH:4]=[C:3]([SH:10])[C:2]([Cl:1])=[CH:7][C:6]=1[OH:8]

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 12526986HCID 12526986, compound

Product 1

HCID 69514065100606-86-8Yield 54%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

To a mixture of 2,5-dichloro-4-hydroxy-benzenesulfonyl chloride (1.28 g, 4.92 mmol) and a solution of 25% of H2SO4 (17 mL), Zinc dust (1.64 g, 24.56 mmol) was added slowly at room temperature. The reaction mixture was allowed to stir at 120° C. overnight. The mixture was then cooled at room temperature and toluene was added. The layers were separated and the aqueous phase was dried over, MgSO4 filtered and concentrated in vacuo to give 514 mg (54%) of the title compound as a white solid, which was used in the next reaction without further purification.

Workup

  1. temperatureThe mixture was then cooled at room temperature
  2. customThe layers were separated
  3. dry with materialthe aqueous phase was dried over, MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-97109a784b9c43949ddb48c4d4df10b4
Source dataset
uspto-grants-2006_12
Patent number
US07148236B2

Reaction notes

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