Thionyl Chloride → 2-Fluoro-4-(methylsulfonyl)benzoyl chloride

HRID 21450Notes

Reaction equation

HRID 21450 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:17])=O>>[F:1][C:2]1[CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:17])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 283559322-Fluoro-4-(methylsulphonyl)benzoic acid

Product 1

HCID 189779422-Fluoro-4-(methylsulfonyl)benzoyl chloride

Procedure

A mixture of 2-fluoro-4-methylsulphonylbenzoic acid (6.0 g) and thionyl chloride were stirred and heated at reflux for 2 hours. The mixture was cooled and evaporated to dryness. Toluene was added and the solvent re-evaporated to give 2-fluoro-4-methylsulphonylbenzoyl chloride (6.5 g) as a brown solid which was not further purified.

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. temperatureThe mixture was cooled
  4. customevaporated to dryness
  5. additionToluene was added
  6. customthe solvent re-evaporated

Sources & evidence

ORD record
ord-43cc33749cf145b5b22e0b2966828f0f
Source dataset
uspto-grants-1995_06
Patent number
US05424276

Reaction notes

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