Thionyl Chloride → 4-Cyano-2,6-difluorobenzoyl chloride

HRID 875393Notes

Reaction equation

HRID 875393 reaction equation
[C:1]([C:3]1[CH:11]=[C:10]([F:12])[C:6]([C:7](O)=[O:8])=[C:5]([F:13])[CH:4]=1)#[N:2].S(Cl)([Cl:16])=O>>[C:1]([C:3]1[CH:11]=[C:10]([F:12])[C:6]([C:7]([Cl:16])=[O:8])=[C:5]([F:13])[CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 445579334-Cyano-2,6-difluorobenzoic acid

Product 1

HCID 867206254-Cyano-2,6-difluorobenzoyl chlorideYield 91.18%

Procedure

A mixture of 4-cyano-2,6-difluorobenzoic acid (0.3 gm, 0.5 mmol) and thionyl chloride (5 mL) were refluxed for about 3 hours. The reaction mixture was cooled to ambient temperature, and concentrated under vacuum at 50° C. to afford 4-cyano-2,6-difluorobenzoyl chloride (0.3 gm, 91.18%).

Workup

  1. temperaturewere refluxed for about 3 hours
  2. concentrationconcentrated under vacuum at 50° C.

Sources & evidence

ORD record
ord-cf7b17314b25484280a2a8110c5178e4
Source dataset
uspto-grants-2015_03
Patent number
US08980911B2

Reaction notes

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