Hydroxyamine hydrochloride → HCID 57123040, compound

HRID 1003962Notes

Reaction equation

HRID 1003962 reaction equation
Cl.[NH2:2][OH:3].O=[C:5]([C:11]1[N:12]=[CH:13][S:14][CH:15]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7]>C(O)C>[OH:3][N:2]=[C:5]([C:11]1[N:12]=[CH:13][S:14][CH:15]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 18793861HCID 18793861, compound

Product 1

HCID 57123040HCID 57123040, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine hydrochloride (1.37 g) was added to a stirred solution of ethyl 2-oxo-2-(4-thiazolyl)acetate (2.54 g) in ethanol (50 ml). The mixture was stirred for 3 h, the solvent was evaporated and the residue partitioned between ethyl acetate and sodium bicarbonate solution. The organic phase was washed with brine, dried over magnesium sulphate and evaporated. The residue was recrystallised from ethyl acetate to give the title oxime as a single isomer (1.315 g), m.p. 171-175° C.

Workup

  1. customthe solvent was evaporated
  2. customthe residue partitioned between ethyl acetate and sodium bicarbonate solution
  3. washThe organic phase was washed with brine
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. customThe residue was recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-3f8a9ac518d441909ac1c9fb54e14cc3
Source dataset
uspto-grants-2000_04
Patent number
US06048852

Reaction notes

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