Hydroxyamine hydrochloride → HCID 73991919, compound

HRID 353591Notes

Reaction equation

HRID 353591 reaction equation
[CH2:1]([S:3][CH2:4][CH2:5][C:6](=O)[CH3:7])[CH3:2].[OH2:9].O.O.C([O-])(=O)C.[Na+].Cl.[NH2:18]O>C(O)C>[CH2:1]([S:3][CH2:4][CH2:5][C:6](=[N:18][OH:9])[CH3:7])[CH3:2]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 5375092-Butanone, 4-(ethylthio)- (7CI,9CI)HCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 73991919HCID 73991919, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of the 4-ethylsulfanyl-butan-2-one (13.6 g, 0.1 mol), sodium acetate trihydrate (68 g, 0.5 mol) and hydroxylamine hydrochloride (34.7 g, 0.5 mol) in 500 mL of ethanol was heated to refluxed for 3 hours. The mixture was cooled and concentrated in vacuo. The residue was diluted with water and extracted with ethyl acetate (2×200 mL). The organic solution was then washed with Brine, dried, filtered and concentrated in vacuo to afford 14.7 g of the oxime.

Workup

  1. temperaturewas heated
  2. temperatureto refluxed for 3 hours
  3. temperatureThe mixture was cooled
  4. concentrationconcentrated in vacuo
  5. additionThe residue was diluted with water
  6. extractionextracted with ethyl acetate (2×200 mL)
  7. washThe organic solution was then washed with Brine
  8. customdried
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-86a72bb48dd746ef846a955cf275365d
Source dataset
uspto-grants-2004_06
Patent number
US06753427B2

Reaction notes

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