2-Chloro-5-nitrobenzoic acid → Benzoyl chloride, 2-chloro-5-nitro-

HRID 895971Notes

Reaction equation

HRID 895971 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:17])=O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([Cl:17])=[O:5]

Participants

3

Reactant 2

HCID 172872-Chloro-5-nitrobenzoic acidHCID 65578Oxalyl chloride

Product 1

HCID 117637Benzoyl chloride, 2-chloro-5-nitro-

Procedure

To a suspension of 2-chloro-5-nitro-benzoic acid (10 g, 49.6 mmol), oxalyl chloride was added dropwise (12.6 g, 2.0 equiv.). The resulting yellow solution was stirred at room temperature under argon overnight. The solvent was removed under vacuum to give a yellowish solid (10.8 g).

Workup

  1. additionwas added dropwise (12.6 g, 2.0 equiv.)
  2. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-29fbe62ed3984e87a02b69801808aea5
Source dataset
uspto-grants-2005_07
Patent number
US06919328B1

Reaction notes

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