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

HRID 2382707Notes

Reaction equation

HRID 2382707 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

Conditions

Temperature
90 °C

Procedure

A mixture of 4-bromo-3-chloro-1-fluorobenzene (10 g, 47.6 mmol) and chlorosulfonic acid (20 mL) was heated at 90° C. with stirring for 2 hrs. After cooling to rt, the mixture was poured into ice water (200 mL). The resulting precipitate was filtered, washed with water, and dried to yield 5-bromo-4-chloro-2-fluoro-benzenesulfonyl chloride as a white solid (13.2 g).

Workup

  1. temperatureAfter cooling to rt
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-a841cc7de4d34cc0afbf437cc7a92190
Source dataset
uspto-grants-2012_09
Patent number
US08263588B2

Reaction notes

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