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

HRID 1435744Notes

Reaction equation

HRID 1435744 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>CN(C)C=O.ClCCl>[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

5

Reactant 2

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

Product 1

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

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2-chloro-5-nitrobenzoic acid (5.0 g, 25.0 mmol) and dichloromethane (100 ml) was added oxalyl chloride (2.7 ml, 31.0 mmol) followed by N,N-dimethylformamide (5 drops). After stirring for 2 hours, the mixture was concentrated under reduced pressure to provide 2-chloro-5-nitro-benzoyl chloride.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5486f76a46664fb79c5ddedc8e2c1b88
Source dataset
uspto-grants-2009_11
Patent number
US07618968B2

Reaction notes

Loading…