Water → HCID 22621119, compound

HRID 2257489Notes

Reaction equation

HRID 2257489 reaction equation
Cl.[NH2:2]O.C([O-])(=O)C.[Na+].[Cl:9][C:10]1[C:11]([N:29]([CH2:34][CH3:35])[C:30]([O:32][CH3:33])=[O:31])=[C:12]([C:17](=[O:28])[C:18](=[CH:24]OCC)[C:19]([CH:21]2[CH2:23][CH2:22]2)=[O:20])[CH:13]=[CH:14][C:15]=1[Cl:16].O>C(O)C>[Cl:9][C:10]1[C:11]([N:29]([CH2:34][CH3:35])[C:30]([O:32][CH3:33])=[O:31])=[C:12]([CH:13]=[CH:14][C:15]=1[Cl:16])[C:17]([C:18]1[CH:24]=[N:2][O:20][C:19]=1[CH:21]1[CH2:23][CH2:22]1)=[O:28]

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 53870839HCID 53870839, compound

Product 1

HCID 22621119HCID 22621119, compoundYield 40.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine hydrochloride (0.53 g) and sodium acetate (0.63 g) were added to a stirred solution of 1-[3,4-dichloro-2-(N-ethyl-N-methoxycarbonylamino)phenyl]-3-cyclopropyl-2-ethoxymethylenepropane-1,3-dione (2.88 g) in ethanol. After 0.5 hours water was added, and the mixture extracted (dichloromethane), dried (magnesium sulphate) and evaporated to dryness. Purification by chromatography gave 4-[3,4-dichloro-2-(N-ethyl-N-methoxycarbonylamino)benzoyl]-5-cyclopropylisoxazole (compound number 2, 1.09 g), m.p. 76°-78° C. as a white solid.

Workup

  1. extractionthe mixture extracted (dichloromethane)
  2. dry with materialdried (magnesium sulphate)
  3. customevaporated to dryness
  4. customPurification by chromatography

Sources & evidence

ORD record
ord-753a93773ccb4419b3ee648fe860ebd0
Source dataset
uspto-grants-1997_08
Patent number
US05658858

Reaction notes

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