Hydroxyamine hydrochloride → HCID 54279483, compound

HRID 1288688Notes

Reaction equation

HRID 1288688 reaction equation
C([O-])(=O)C.[Na+].[CH:6]1([C:9](=[O:29])[C:10](=[CH:25]OCC)[C:11]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([F:20])[C:14]=2[S:21]([CH3:24])(=[O:23])=[O:22])=[O:12])[CH2:8][CH2:7]1.Cl.[NH2:31]O>C(O)C>[CH:6]1([C:9]2[O:29][N:31]=[CH:25][C:10]=2[C:11](=[O:12])[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([F:20])[C:14]=2[S:21]([CH3:24])(=[O:23])=[O:22])[CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 53796438HCID 53796438, compound

Product 1

HCID 54279483HCID 54279483, compoundYield 58.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium acetate (0.31 g) was added with stirring to a mixture of 3-cyclopropyl-1-[3,4-difluoro-2-(methylsulphonyl)phenyl]-2-ethoxymethylenepropane-1,3-dione (1.1 g) and hydroxylamine hydrochloride (0.26 g) in ethanol. The mixture was stirred for 2.5 hours. The mixture was evaporated to dryness and the residue was suspended in ethyl acetate, washed with water, dried (anhydrous MgSO4) and filtered. The filtrate was evaporated to dryness. The residue was triturated with n-hexane and filtered to give 5-cyclopropyl-4-(3,4-difluoro-2-methylsulphonylbenzoyl)isoxazole (compound 283, 0.59 g) as an orange solid, m.p. 115°-118° C.

Workup

  1. customThe mixture was evaporated to dryness
  2. washwashed with water
  3. dry with materialdried (anhydrous MgSO4)
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness
  6. customThe residue was triturated with n-hexane
  7. filtrationfiltered

Sources & evidence

ORD record
ord-2f9e42622d104ef8a7ddf5993462712a
Source dataset
uspto-grants-1998_05
Patent number
US05747424

Reaction notes

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