Potassium Carbonate → HCID 178504810, compound

HRID 871909Notes

Reaction equation

HRID 871909 reaction equation
[CH3:1][S:2]([C:5]1[CH:14]=[CH:13][C:8]([O:9][CH2:10][C:11]#[N:12])=[CH:7][CH:6]=1)(=[O:4])=[O:3].C([O-])([O-])=O.[K+].[K+].Cl.[NH2:22][OH:23]>O.CCO>[OH:23][NH:22][C:11](=[NH:12])[CH2:10][O:9][C:8]1[CH:7]=[CH:6][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:14][CH:13]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 43234980HCID 43234980, compound

Product 1

HCID 178504810HCID 178504810, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a mixture of (4-methanesulfonyl-phenoxy)-acetonitrile (2 g, 9.5 mmol), K2CO3 (1.3 g, 9.5 mmol) in H2O (30 mL) and EtOH (15 mL) was added hydroxylamine hydrogenchloride (1.32 g, 19 mmol). The mixture was heated under reflux overnight, cooled and ethanol was removed in vacuo and the residue was extracted with EtOAc (150 mL). The organic layer was washed successively with H2O and brine. After drying (Na2SO4), the solvent was removed to afford the desired product.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. temperaturecooled
  4. customethanol was removed in vacuo
  5. extractionthe residue was extracted with EtOAc (150 mL)
  6. washThe organic layer was washed successively with H2O and brine
  7. dry with materialAfter drying (Na2SO4)
  8. customthe solvent was removed

Sources & evidence

ORD record
ord-315a555dbd384e50889f4187345a3aed
Source dataset
uspto-grants-2015_03
Patent number
US08975258B2

Reaction notes

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