2-Chloro-4-nitrobenzoic acid → Benzoyl chloride, 2-chloro-4-nitro-

HRID 618682Notes

Reaction equation

HRID 618682 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:16])=O>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([Cl:16])=[O:5]

Participants

4

Reactant 2

HCID 74482-Chloro-4-nitrobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 81522Benzoyl chloride, 2-chloro-4-nitro-

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A mixture of 2-chloro-4-nitrobenzoic acid (20 g), thionyl chloride (40 ml) and DMF (5 drops) was stirred and heated to reflux for 1 hour. The mixture was evaporated to give 2-chloro-4-nitrobenzoyl chloride which was used without further purification.

Workup

  1. temperatureheated
  2. temperatureto reflux for 1 hour
  3. customThe mixture was evaporated

Sources & evidence

ORD record
ord-02146379ec214fc69493a50875901cbc
Source dataset
uspto-grants-1999_09
Patent number
US05955464

Reaction notes

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