Ethanol → HCID 66935159, compound

HRID 1892824Notes

Reaction equation

HRID 1892824 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:11](=O)[CH2:12][CH3:13])[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3].C(O)C.C([O-])(=O)C.[Na+].[ClH:23].[NH2:24]O>O.C(OCC)(=O)C>[ClH:23].[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]([NH2:24])[CH2:12][CH3:13])[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3]

Participants

7

Reactant 4

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 59496931HCID 59496931, compound

Product 1

HCID 66935159HCID 66935159, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
90 °C

Procedure

To 1-(3-methane sulfonylphenyl)propan-1-one (188 g), ethanol (4.7 ml), sodium acetate (1.09 g), and hydroxylamine hydrochloride (0.68 g) were added and the mixture was stirred at 90° C. for 3 hours. Ethyl acetate and water were added to the reaction solution, the mixture was separated, then the organic layer was successively washed with saturated saline, dried over with anhydrous sodium sulfate, then concentrated. The obtained 1-(3-methane sulfonylphenyl)propan-1-one oxime was used instead of the starting material compound 1-(4-aminophenyl)propan-1-on oxime of Reference Example 109 for the similar procedure as with Reference Example 109 to obtain the title compound.

Workup

  1. customthe mixture was separated
  2. washthe organic layer was successively washed with saturated saline
  3. dry with materialdried over with anhydrous sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-776e5ad4213f47c3ad9cc1c11989a08c
Source dataset
uspto-grants-2013_08
Patent number
US08507714B2

Reaction notes

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