Chlorosulfonic acid → 2,3-Dichloro-4-fluorobenzenesulphonyl chloride

HRID 1444061Notes

Reaction equation

HRID 1444061 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[Cl:6][C:7]1[C:12]([Cl:13])=[C:11]([F:14])[CH:10]=[CH:9][CH:8]=1>ClCCl>[Cl:6][C:7]1[C:12]([Cl:13])=[C:11]([F:14])[CH:10]=[CH:9][C:8]=1[S:2]([Cl:1])(=[O:5])=[O:3]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 119011Benzene, 1,2-dichloro-3-fluoro-

Product 1

HCID 591682102,3-Dichloro-4-fluorobenzenesulphonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Chlorosulphonic acid (12.1 mL) was added dropwise to a solution of 2,3-dichloro-4-fluorobenzene (5.0 g) in dichloromethane (12 mL) at −40° C. The solution was allowed to slowly warm to room temperature and was stirred for 3 days. The solution was poured onto crushed ice/water, extracted into dichloromethane and concentrated under reduced pressure. Purified by silica gel chromatography eluting with dichloromethane/iso-hexane mixtures. Yield 4.2 g

Workup

  1. additionThe solution was poured
  2. extractionextracted into dichloromethane
  3. concentrationconcentrated under reduced pressure
  4. customPurified by silica gel chromatography
  5. washeluting with dichloromethane/iso-hexane mixtures

Sources & evidence

ORD record
ord-001cf7c4f41947348184231ea08ab170
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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