4-Chloro-3-nitrobenzoic acid → 4-Chloro-3-nitrobenzoyl chloride

HRID 2397867Notes

Reaction equation

HRID 2397867 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].S(Cl)([Cl:16])=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:16])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 73204-Chloro-3-nitrobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 1234774-Chloro-3-nitrobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 14.1 g (0.07 mole) of 4-chloro-3-nitrobenzoic acid in 200 ml of dry benzene, 10 ml of thionyl chloride is added and the mixture is refluxed for 10 hours. The excess of thionyl chloride is removed in vacuo and the acid chloride is purified by repeated addition of fresh benzene and subsequent removal in vacuo.

Workup

  1. temperaturethe mixture is refluxed for 10 hours
  2. customThe excess of thionyl chloride is removed in vacuo
  3. customthe acid chloride is purified
  4. additionaddition of fresh benzene and subsequent removal in vacuo

Sources & evidence

ORD record
ord-cf5164a0edd645ec8e6f169815b3910a
Source dataset
uspto-grants-1977_05
Patent number
US04022901

Reaction notes

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