Chlorosulfonic acid → 5-(Chlorosulfonyl)-2,3-difluorobenzoic acid

HRID 736219Notes

Reaction equation

HRID 736219 reaction equation
[F:1][C:2]1[C:10]([F:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:12][S:13](O)(=[O:15])=[O:14]>>[Cl:12][S:13]([C:8]1[CH:9]=[C:10]([F:11])[C:2]([F:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5])(=[O:15])=[O:14]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 3705902,3-Difluorobenzoic acid

Product 1

HCID 509984745-(Chlorosulfonyl)-2,3-difluorobenzoic acid

Procedure

To 2,3-difluoro-benzoic acid (3 g) was added to a solution of chlorosulfonic acid and the reaction mixture was stirred for 2 hours at room temperature. After such time, the reaction mixture was poured onto ice. The resulting solid precipitate was then filtered off and dried in vacuo to yield the title compound as a light grey solid (4.8 g, mp=109-114° C., MS (EI): 256.0 (M+) and was used directly in the next step without any further purification.

Workup

  1. additionAfter such time, the reaction mixture was poured onto ice
  2. filtrationThe resulting solid precipitate was then filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-a01c549adf9d4b3fa78383d6d6379c96
Source dataset
uspto-grants-2009_09
Patent number
US07595314B2

Reaction notes

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