Dichloromethane → 2-Chloro-5-(chlorosulfonyl)benzoyl chloride

HRID 421765

Reaction equation

HRID 421765 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11]([Cl:14])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4](O)=[O:5].[Cl:15]CCl.C(Cl)(=O)C(Cl)=O>CN(C)C=O>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11]([Cl:14])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([Cl:15])=[O:5]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 67306Benzoic acid, 2-chloro-5-(chlorosulfonyl)-

Product 1

HCID 545501992-Chloro-5-(chlorosulfonyl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 2-chloro-5-(chlorosulfonyl)benzoic acid (0.51 g, 2.0 mmol) was added dichloromethane (10 mL), oxalyl chloride (1.5 mL) and one small drop of N,N-dimethylformamide. The mixture was stirred at room temperature for 3 days. The mixture was then concentrated until oxalyl chloride was gone to give 2-chloro-5-(chlorosulfonyl)benzoyl chloride. The residue was used without purification.

Workup

  1. concentrationThe mixture was then concentrated until oxalyl chloride

Sources & evidence

ORD record
ord-add2e7c8c9c74ba4b928612327fc55db
Source dataset
uspto-grants-2012_01
Patent number
US08101614B2

Linked notes

Loading…