Chlorosulfonic acid → 3,5-Dichloro-2,4,6-trifluorophenylsulfonyl chloride

HRID 2228431Notes

Reaction equation

HRID 2228431 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[C:4]([Cl:10])[C:3]=1[F:11].[Cl:12][S:13](O)(=[O:15])=[O:14]>>[Cl:1][C:2]1[C:7]([F:8])=[C:6]([S:13]([Cl:12])(=[O:15])=[O:14])[C:5]([F:9])=[C:4]([Cl:10])[C:3]=1[F:11]

Participants

3

Conditions

Temperature
80 °C

Procedure

1,3-Dichloro-2,4,6-trifluorobenzene (5.0 g, 25 mmol) and chlorosulfonic acid (10.0 mL, 150 mmol) were mixed at ambient temperature under a nitrogen atmosphere and the reaction was heated at 80° C. for 24 h. The mixture was then allowed to cool to ambient temperature and was poured onto 12 g of crushed ice. The product was extracted with diethyl ether, dried over MgSO4, and the solvent was evaporated to produce 4.9 g of the title compound, which was used without further purification. MS (EI): 300 (30, M+), 298 (28), 263 (100), 199 (80).

Workup

  1. temperatureto cool to ambient temperature
  2. extractionThe product was extracted with diethyl ether
  3. dry with materialdried over MgSO4
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-b68f586ea3fa485dbb51a37d6215f07d
Source dataset
uspto-grants-2002_07
Patent number
US06417176B2

Reaction notes

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