Hydroxyamine hydrochloride → HCID 86755150, compound

HRID 377560Notes

Reaction equation

HRID 377560 reaction equation
Cl.[NH2:2][OH:3].[C:4]([O-:7])(=O)[CH3:5].[Na+].[Cl:9][C:10]1[CH:11]=[C:12]([NH:17][C:18](=[O:37])[C:19]([N:22]2[C:27](=[O:28])[C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[C:25](C=O)OC2)([CH3:21])[CH3:20])[CH:13]=[C:14]([Cl:16])[CH:15]=1>C(O)C>[Cl:16][C:14]1[CH:13]=[C:12]([NH:17][C:18](=[O:37])[C:19]([N:22]2[C:27](=[O:28])[CH:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:25](=[N:2][OH:3])[O:7][C:4]2=[CH2:5])([CH3:21])[CH3:20])[CH:11]=[C:10]([Cl:9])[CH:15]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 19354584HCID 19354584, compound

Product 1

HCID 86755150HCID 86755150, compoundYield 34.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine hydrochloride (0.31 g) followed by sodium acetate (0.37 g) was added to a stirred solution of N-(3,5-dichlorophenyl)-2-(6-formyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide (1.5 g) in ethanol at room temperature. After 10 minutes the precipitated solid was filtered, washed with ethanol and water, and dried to give N-(3,5-dichlorophenyl)-2-(2,3-dihydro-6-hydroxyiminomethylene-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide (compound 115, 0.53 g) m.p. 207.5-209.5° C.

Workup

  1. filtrationAfter 10 minutes the precipitated solid was filtered
  2. washwashed with ethanol and water
  3. customdried

Sources & evidence

ORD record
ord-7867310e25074ad5bed79ddf397d53e9
Source dataset
uspto-grants-2000_02
Patent number
US06028032

Reaction notes

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