Reaktion #464744

Reaktionsgleichung

Hydrazine hydrate

N-(3,5-dichlorophenyl)-2-(2,3-dihydro-6-formyl-4-oxo-5-phenyl-4H-1,3-oxazine-3-yl)-2-methylpropanamide

ethanol

→

N-(3,5-dichlorophenyl)-2-(6-aminoiminomethylene-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter 0.5 hours the solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue dissolved in ethyl acetate
3. 3
   Waschenwashed with water and brine
4. 4
   Trocknendried (magnesium sulphate)
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe residue was purified
7. 7
   Sonstigeby dry column chromatography on silica gel
8. 8
   Wascheneluting with hexane/ethyl acetate

Vorschrift

Hydrazine hydrate (0.06 ml) was added to a stirred solution of N-(3,5-dichlorophenyl)-2-(2,3-dihydro-6-formyl-4-oxo-5-phenyl-4H-1,3-oxazine-3-yl)-2-methylpropanamide (0.5 g) in ethanol at room temperature. After 0.5 hours the solvent was evaporated, the residue dissolved in ethyl acetate and washed with water and brine, dried (magnesium sulphate) and evaporated. The residue was purified by dry column chromatography on silica gel, eluting with hexane/ethyl acetate to give N-(3,5-dichlorophenyl)-2-(6-aminoiminomethylene-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanamide (compound 119, 0.19 g) as a pale yellow solid, m.p. 153-155° C.

Quelle