Thionyl Chloride → 2,5-Dichloro-3,4,6-trifluorobenzoyl chloride

HRID 128524Notes

Reaction equation

HRID 128524 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[C:14]([F:15])=[C:13]([F:16])[C:12]([Cl:17])=[C:11]([F:18])[C:7]=1[C:8](O)=[O:9]>CN(C)C=O>[Cl:5][C:6]1[C:14]([F:15])=[C:13]([F:16])[C:12]([Cl:17])=[C:11]([F:18])[C:7]=1[C:8]([Cl:3])=[O:9]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 190738192,5-Dichloro-3,4,6-trifluorobenzoic acid

Product 1

HCID 193743882,5-Dichloro-3,4,6-trifluorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

160 ml of thionyl chloride are initially introduced into the reaction vessel at room temperature. 36.8 g (0.15 mol) of 2,5-dichloro-3,4,6-trifluorobenzoic acid are added in portions, while stirring. After addition of 0.5 ml of dimethylformamide, the mixture is slowly heated to 80°-90° C. and is stirred at this temperature for 5 hours. It is then concentrated and the residue is distilled under a high vacuum.

Workup

  1. temperaturethe mixture is slowly heated to 80°-90° C.
  2. stirringis stirred at this temperature for 5 hours
  3. concentrationIt is then concentrated
  4. distillationthe residue is distilled under a high vacuum

Sources & evidence

ORD record
ord-76f4d5caadeb4de984d439daec32b82c
Source dataset
uspto-grants-1995_11
Patent number
US05464796

Reaction notes

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