Water → HCID 71200548, compound

HRID 576665Notes

Reaction equation

HRID 576665 reaction equation
[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].[C:6](=[O:9])([O-])[O-].[K+].[K+].[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Cl)=[CH:16][CH:15]=1.O>CN(C)C=O>[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][N:5]([CH2:18][C:17]2[CH:20]=[CH:21][C:14]([O:9][CH3:6])=[CH:15][CH:16]=2)[S:2]([CH3:1])(=[O:4])=[O:3])=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 72879Methanesulfonamide

Product 1

HCID 71200548HCID 71200548, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of methanesulfonamide (5 g) in N,N-dimethylformamide (75 mL), potassium carbonate (29.1 g) was added and the resultant reaction mixture was stirred at room temperature for 5 hours. To the solution, p-methoxybenzyl chloride (18.1 g) was added and the resultant reaction mixture was stirred at room temperature for 19 hours. To the reaction solution, water was added and the mixture was extracted with ethyl acetate. The obtained organic phase was dried over anhydrous sodium sulfate. From the organic phase, the solvent was removed by evaporation under reduced pressure to give the title compound (17.1 g) as a white solid.

Workup

  1. customthe resultant reaction mixture
  2. customthe resultant reaction mixture
  3. stirringwas stirred at room temperature for 19 hours
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe obtained organic phase was dried over anhydrous sodium sulfate
  6. customFrom the organic phase, the solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-37105effa07244c491177c41d7d2d634
Source dataset
uspto-grants-2015_05
Patent number
US09040525B2

Reaction notes

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