Dimethylformamide → 2-(Dimethylamino)ethanesulfonyl chloride

HRID 729662Notes

Reaction equation

HRID 729662 reaction equation
C(Cl)([Cl:3])=O.[CH3:5][N:6]([CH3:13])[CH2:7][CH2:8][S:9]([O-])(=[O:11])=[O:10].[Na+].CN(C=O)C>C(Cl)Cl>[CH3:5][N:6]([CH3:13])[CH2:7][CH2:8][S:9]([Cl:3])(=[O:11])=[O:10]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6371PhosgeneHCID 23516383Sodium 2-(dimethylamino)ethanesulfonate

Product 1

HCID 142196572-(Dimethylamino)ethanesulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Phosgene (12 ml, 1M in toluene) was added to a solution of the subtitle product of step i) in DCM (20 ml) and DMF (2.5 ml) and stirred for 3 h before concentrating in vacuo to afford the subtitle compound as an oil that was used directly in the next step.

Workup

  1. concentrationbefore concentrating in vacuo

Sources & evidence

ORD record
ord-836c4e875244436d90b9a01b9ab08814
Source dataset
uspto-grants-2009_09
Patent number
US07582644B2

Reaction notes

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