Potassium Carbonate → N,N-dimethyl-4-phenylimidazole-1-sulfonamide

HRID 868902Notes

Reaction equation

HRID 868902 reaction equation
[C:1]1([C:7]2[NH:11][CH:10]=[N:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].[CH3:18][N:19]([CH3:24])[S:20](Cl)(=[O:22])=[O:21]>CN(C)C=O.O>[CH3:18][N:19]([CH3:24])[S:20]([N:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:11]=[CH:10]1)(=[O:22])=[O:21]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 695904-PhenylimidazoleHCID 83372Dimethylsulphamoyl chloride

Product 1

HCID 10015040N,N-dimethyl-4-phenylimidazole-1-sulfonamideYield 80.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-phenyl-1H-imidazole (5 g, 34.7 mmol) and K2CO3 (6 g, 41.6 mmol) in N,N-dimethylformamide (DMF) (20 mL) was added dimethylsulfamoyl chloride (4.11 mL, 38.2 mmol) drop wise at room temperature. The resulting mixture was stirred at room temperature for 4 h and then diluted with water (500 mL). The resulting solid was collected by vacuum filtration and dried to give the desired product (7 g). LC-MS: m/z 252 (M+H+).

Workup

  1. filtrationThe resulting solid was collected by vacuum filtration
  2. customdried

Sources & evidence

ORD record
ord-685a2feb57c347398ff8820e08954d7c
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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