Hydroxyamine hydrochloride → HCID 54279483, compound

HRID 342949Notes

Reaction equation

HRID 342949 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-a51033d8365f49a0877d0ffaceb02bbd
Source dataset
uspto-grants-1999_01
Patent number
US05859283

Reaction notes

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