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

HRID 703079

Reaction equation

HRID 703079 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>>[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

3

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-

Procedure

106.6 g of 2,4-dichloro-5-fluoro-3-nitro-benzoic acid are heated at the boiling point under reflux with 250 ml of thionyl chloride for 2 hours. The excess thionyl chloride is then distilled off under normal pressure and the residue is fractionated under a fine vacuum. 104.7 g of 2,4-dichloro-5-fluoro-3-nitro-benzoyl chloride pass over at 110°-115° C./0.08-0.09 mbar. On standing, crystals of melting point 35°-37° C. form.

Workup

  1. distillationThe excess thionyl chloride is then distilled off under normal pressure
  2. customover at 110°-115° C./0.08-0.09 mbar

Sources & evidence

ORD record
ord-a607af53d6a74582a8a1138320f1a937
Source dataset
uspto-grants-1991_01
Patent number
US04981854

Linked notes

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