Potassium Carbonate → 2-(Dimethylaminosulfonyloxy)benzenesulfonamide
Reaction equation
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH2:17])(=[O:16])=[O:15].[CH3:18][N:19]([CH3:24])[S:20](Cl)(=[O:22])=[O:21]>C(#N)C>[CH3:18][N:19]([CH3:24])[S:20]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH2:17])(=[O:15])=[O:16])(=[O:22])=[O:21]Participants
Procedure
4.0 g (29 mmol) of potassium carbonate were added to a solution of 5.0 g (29 mmol) of 2-hydroxybenzenesulfonamide in 200 ml of acetonitrile at 25° C. Stirring was carried out for 10 minutes, after which 4.1 g (29 mmol) of dimethylaminosulfonyl chloride were added dropwise at 25° C. and stirring was continued for a further 16 hours at this temperature. The volatile constituents were removed under reduced pressure from a water pump, the residue was taken up in ethyl acetate, the solution was dried over Na2SO4 and the solvent was removed under reduced pressure from a water pump. The remaining residue was stirred vigorously for 1 hour with 100 ml of diethyl ether. The crystalline product was filtered off under suction and dried at 40° C. under reduced pressure. 5.7 g of the title compound were obtained in this manner.
Workup
- stirringstirring
- waitwas continued for a further 16 hours at this temperature
- customThe volatile constituents were removed under reduced pressure from a water pump
- dry with materialthe solution was dried over Na2SO4
- customthe solvent was removed under reduced pressure from a water pump
- stirringThe remaining residue was stirred vigorously for 1 hour with 100 ml of diethyl ether
- filtrationThe crystalline product was filtered off under suction
- customdried at 40° C. under reduced pressure
Sources & evidence
- ORD record
- ord-d56e87b29d1a4fffa1a3b0a8f1425e99
- Source dataset
- uspto-grants-1995_07
- Patent number
- US05434124
Reaction notes
Loading…