Water → HCID 71200548, compound

HRID 1518674Notes

Reaction equation

HRID 1518674 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 distilled off 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. distillationFrom the organic phase, the solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-d25c01dbd6d74b7f9680399f17365de5
Source dataset
uspto-grants-2015_07
Patent number
US09072758B2

Reaction notes

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