Hydroxyamine hydrochloride → HCID 53636700, compound

HRID 342947Notes

Reaction equation

HRID 342947 reaction equation
C([O-])(=O)C.[Na+].[CH:6]1([C:9](=[O:27])[C:10](=[CH:23]OCC)[C:11]([C:13]2[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])=[O:12])[CH2:8][CH2:7]1.Cl.[NH2:29]O>C(O)C>[CH:6]1([C:9]2[O:27][N:29]=[CH:23][C:10]=2[C:11](=[O:12])[C:13]2[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])[CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 54508074HCID 54508074, compound

Product 1

HCID 53636700HCID 53636700, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium acetate (7.87 g) was added to a stirred mixture of 3-cyclopropyl-2-ethoxymethylene-1-(2-methoxy-4-methylsulphenylphenyl)propan-1,3-dione (30.6 g) and hydroxylamine hydrochloride (8.0 g) in ethanol. The mixture was stirred at room temperature overnight, then evaporated to dryness and the residue was dissolved in ethyl acetate, washed with water, dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness and the residue was triturated with ether and filtered to give 5-cyclopropyl-4-(2-methoxy-4-methylsulphenylbenzoyl)isoxazole, compound 249 as a white solid, m.p. 107.5°-108.5° C.

Workup

  1. customevaporated to dryness
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. dry with materialdried (anhydrous magnesium sulphate)
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness
  7. customthe residue was triturated with ether
  8. filtrationfiltered

Sources & evidence

ORD record
ord-de8d3a1612154f0d98959b8258d00c61
Source dataset
uspto-grants-1999_01
Patent number
US05859283

Reaction notes

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