Thionyl Chloride → 3-Chloro-2,4-difluorobenzoyl chloride

HRID 2209981Notes

Reaction equation

HRID 2209981 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[C:7]([F:16])=[C:8]([CH:12]=[CH:13][C:14]=1[F:15])[C:9](O)=[O:10]>C1(C)C=CC=CC=1.CN(C)C=O>[Cl:5][C:6]1[C:7]([F:16])=[C:8]([CH:12]=[CH:13][C:14]=1[F:15])[C:9]([Cl:3])=[O:10]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 27735323-Chloro-2,4-difluorobenzoic acid

Product 1

HCID 27735383-Chloro-2,4-difluorobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Procedure

Thionyl chloride is metered at 70° C. to a suspension of 235 g (1.22 mol) of 3-chloro-2,4-difluorobenzoic acid in 800 ml of toluene and 3 ml of dimethylformamide until a clear solution has formed and evolution of gas is no longer observed. The toluene and excess thionyl chloride are then distilled off, and the product is subsequently obtained by distillation.

Workup

  1. customhas formed
  2. distillationThe toluene and excess thionyl chloride are then distilled off
  3. customthe product is subsequently obtained by distillation

Sources & evidence

ORD record
ord-06788bff09154a40a32b3df082c85d9e
Source dataset
uspto-grants-1995_10
Patent number
US05457104

Reaction notes

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