2,6-Difluorobenzoic acid → 3-(Chlorosulfonyl)-2,6-difluorobenzoic acid

HRID 2251222Notes

Reaction equation

HRID 2251222 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([F:11])[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[C:7]([F:11])=[C:3]([C:2]([F:1])=[CH:10][CH:9]=1)[C:4]([OH:6])=[O:5])(=[O:15])=[O:14]

Participants

3

Reactant 2

HCID 97962,6-Difluorobenzoic acidHCID 24638Chlorosulfonic acid

Product 1

HCID 33047963-(Chlorosulfonyl)-2,6-difluorobenzoic acid

Conditions

Temperature
150 °C

Procedure

77 mmol of 2,6-difluorobenzoic acid were dissolved in 15.5 ml of chlorosulfonic acid and stirred for 2 h at 150° C. The reaction mixture was cooled to room temperature and poured into 100 ml of ice/water. The solid was filtered and dried to yield the title compound as a colorless solid. MS (m/e): 255.1 (M−H, 44%)

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-d12fb99111a84531a011eb5bcbf4465b
Source dataset
uspto-grants-2008_01
Patent number
US07319099B2

Reaction notes

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