Thionyl Chloride → 2-Cyanobenzoyl chloride

HRID 1681940Notes

Reaction equation

HRID 1681940 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6])#[N:2].S(Cl)([Cl:14])=O>>[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([Cl:14])=[O:6])#[N:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1380612-Cyanobenzoic acid

Product 1

HCID 1196812-Cyanobenzoyl chloride

Procedure

A mixture of 2-cyanobenzoic acid (2 g, 13.6 mmol) and 15 ml of thionyl chloride was refluxed overnight. Excess thionyl chloride was removed in vacuo and the resultant 2-cyanobenzoyl chloride obtained as such as an off white solid was used in the above acylation.

Workup

  1. temperaturewas refluxed overnight
  2. customExcess thionyl chloride was removed in vacuo

Sources & evidence

ORD record
ord-d785bb901a2245f3aeb8dc038d44a398
Source dataset
uspto-grants-1992_12
Patent number
US05175164

Reaction notes

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