Chlorosulfonic acid → 5-Bromo-4-chloro-2-fluoro-benzenesulfonyl chloride

HRID 1891357Notes

Reaction equation

HRID 1891357 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[Cl:9].[Cl:10][S:11](O)(=[O:13])=[O:12]>>[Br:1][C:2]1[C:3]([Cl:9])=[CH:4][C:5]([F:8])=[C:6]([S:11]([Cl:10])(=[O:13])=[O:12])[CH:7]=1

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 27334061-Bromo-2-chloro-4-fluorobenzene

Product 1

HCID 566047345-Bromo-4-chloro-2-fluoro-benzenesulfonyl chloride

Procedure

1-Bromo-2-chloro-4-fluoro-benzene (25.0 g, 119 mmol) in chlorosulfonic acid (48 mL) was stirred at 95° C. for 2 hrs. After the mixture was cooled to rt, it was added dropwise to ca. 500 mL of ice-water under stirring with the formation of the white precipitations. The filtration of the mixture afforded 5-bromo-4-chloro-2-fluoro-benzenesulfonyl chloride as the white solid (31.5 g) that was used without further purification.

Workup

  1. filtrationThe filtration of the mixture

Sources & evidence

ORD record
ord-a50789b9d5354828b7915956aab3c575
Source dataset
uspto-grants-2013_08
Patent number
US08507536B2

Reaction notes

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