Dimethylformamide → 4-(Chlorosulphonyl)benzoyl chloride

HRID 400521Notes

Reaction equation

HRID 400521 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Cl:7][S:8]([C:11]1[CH:19]=[CH:18]C(C(O)=O)=[CH:13][CH:12]=1)(=[O:10])=[O:9].CN(C)C=O>ClCCl>[Cl:7][S:8]([C:11]1[CH:19]=[CH:18][C:1]([C:2]([Cl:4])=[O:3])=[CH:13][CH:12]=1)(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 823854-(Chlorosulfonyl)benzoic acid

Product 1

HCID 820244-(Chlorosulphonyl)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (2.2 mL) was added to a mixture of 4-(chlorosulfonyl)benzoic acid (0.662 g, 3.0 mmol) in anhydrous dichloromethane (25 mL) followed by one small drop of N,N-dimethylformamide. The mixture was stirred at room temperature overnight. Then the mixture was then concentrated to provide 4-(chlorosulfonyl)benzoyl chloride which was used without additional purification.

Workup

  1. concentrationThen the mixture was then concentrated

Sources & evidence

ORD record
ord-20593f4ad6564e18add7653c732f413a
Source dataset
uspto-grants-2014_06
Patent number
US08741899B2

Reaction notes

Loading…