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

HRID 1936196Notes

Reaction equation

HRID 1936196 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

Reactant 2

HCID 24638Chlorosulfonic acidHCID 1375631,3-Dichloro-2,4,6-trifluorobenzene

Product 1

HCID 155506413,5-Dichloro-2,4,6-trifluorophenylsulfonyl chlorideYield 65.4%

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 evaporated to produce 4.9 g of the title compound, which was used without fther 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. customevaporated

Sources & evidence

ORD record
ord-48d5fab0b59b47e9a452a9425b12322a
Source dataset
uspto-grants-2002_05
Patent number
US06388131B2

Reaction notes

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