Thionyl Chloride → Benzoyl chloride, 2,4-dichloro-5-fluoro-3-nitro-

HRID 231996

Reaction equation

HRID 231996 reaction equation
[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([Cl:14])[C:8]([F:15])=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:18])=O>CN(C)C=O>[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([Cl:14])[C:8]([F:15])=[CH:7][C:3]=1[C:4]([Cl:18])=[O:5]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 27342592,4-Dichloro-5-fluoro-3-nitrobenzoic acid

Product 1

HCID 11818130Benzoyl chloride, 2,4-dichloro-5-fluoro-3-nitro-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

254 g (1 mol) of 2,4-dichloro-5-fluoro-3-nitrobenzoic acid are refluxed in 700 ml of thionyl chloride with addition of 3 drops of dimethylformamide until the gas evolution ceases. Excess thionyl chloride is removed by distillation, and the residue is fractionated in vacuo.

Workup

  1. customExcess thionyl chloride is removed by distillation

Sources & evidence

ORD record
ord-7393af94a2b148a98950d68bf3c02574
Source dataset
uspto-grants-1989_07
Patent number
US04851160

Linked notes

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