2,4-Dichlorophenol → 3,5-Dichloro-2-hydroxybenzenesulphonyl chloride

HRID 972441Notes

Reaction equation

HRID 972441 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[OH:9].[Cl:10][S:11](O)(=[O:13])=[O:12]>>[Cl:1][C:2]1[C:3]([OH:9])=[C:4]([S:11]([Cl:10])(=[O:13])=[O:12])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

3

Reactant 2

HCID 84492,4-DichlorophenolHCID 24638Chlorosulfonic acid

Product 1

HCID 900783,5-Dichloro-2-hydroxybenzenesulphonyl chloride

Procedure

3,5-Dichloro-2-hydroxybenzenesulfonyl chloride is prepared according to the procedure of Example 6 of U.S. Pat. No. 3,453,099, whereby 2,4-dichlorophenol (0.05 mole) is reacted with 2.5 moles of chlorosulfonic acid at room temperature. The mixture is poured onto ice and the acid layer decanted from the warmed mixture. The product is washed with ice water and recrystallized from carbon tetrachloride; m.p. 81°-83° C.

Workup

  1. additionThe mixture is poured onto ice
  2. customthe acid layer decanted from the warmed mixture
  3. washThe product is washed with ice water
  4. customrecrystallized from carbon tetrachloride

Sources & evidence

ORD record
ord-88f08784d0014d3cb0838e28d0108520
Source dataset
uspto-grants-1977_10
Patent number
US04053430

Reaction notes

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