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

HRID 981361

Reaction equation

HRID 981361 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-nitro-benzoic 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-6e9702b552f34a4487227e7863837c8d
Source dataset
uspto-grants-1991_02
Patent number
US04990661

Linked notes

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