Potassium Carbonate → HCID 57208345, compound

HRID 1368270Notes

Reaction equation

HRID 1368270 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[S:18]([N:21]=[CH:22][N:23]([CH3:25])[CH3:24])(=[O:20])=[O:19])(=[O:11])=[O:10])=[CH:5][CH:4]=1.[Cl:26][C:27]1[N:31]=[C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[NH:29][C:28]=1[CH:38]=[O:39].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CC(=O)OCC>[Cl:26][C:27]1[N:31]=[C:30]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[N:29]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([S:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[S:18]([N:21]=[CH:22][N:23]([CH3:25])[CH3:24])(=[O:20])=[O:19])(=[O:11])=[O:10])=[CH:5][CH:4]=2)[C:28]=1[CH:38]=[O:39]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 54255534HCID 54255534, compoundHCID 178520008HCID 178520008, compound

Product 1

HCID 57208345HCID 57208345, compoundYield 12.8%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.6 g of 2-(4-bromomethylbenzenesulfonyl)-N-dimethylaminomethylenebenzenesulfonamide, 680 mg of 5-chloro-2-phenyl-3H-imidazole-4-carbaldehyde and 1.4 g of K2CO3 are stirred at RT for 3 days in 15 ml of anhydrous DMF. The reaction mixture is then diluted with 200 ml of EA and washed three times with 50 ml of a saturated aqueous Na2CO3 solution each time. It is dried over MgSO4 and the solvent is removed in vacuo. Chromatography on silica gel using MTB yields 240 mg of a colorless oil.

Workup

  1. washwashed three times with 50 ml of a saturated aqueous Na2CO3 solution each time
  2. dry with materialIt is dried over MgSO4
  3. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-fde1f480d7a54dd3912491267dad0b96
Source dataset
uspto-grants-2003_06
Patent number
US06573288B1

Reaction notes

Loading…