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

HRID 462177Notes

Reaction equation

HRID 462177 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-68c3bfafdfcb4c89ab1d0f04fe6f1ba3
Source dataset
uspto-grants-1977_12
Patent number
US04065563

Reaction notes

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