Reaktion #54918

Reaktionsgleichung

hydroxylamine hydrochloride

water

Hydroxylamine hydrochloride

1-[[[5-phenyl-2-oxazolyl]methylene]amino]-2,4-imidazolidinedione

Darco

→

5-Phenyl-2-oxazolecarboxaldehyde Oxime

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed another five hrs
2. 2
   Filtrationfiltered
3. 3
   workup.ADDITIONpoured into water (5.0 l.)
4. 4
   TemperaturThe solid was again refluxed in a mixture of hydroxylamine hydrochloride (50 g), acetic anhydride (800 ml) and water (80 ml) for four hrs
5. 5
   TemperaturThe solution was cooled
6. 6
   workup.ADDITIONpoured into water (3.0 l.)
7. 7
   Sonstigethe resulting solid was collected
8. 8
   Sonstigedried (48 g, 65%)
9. 9
   SonstigeRecrystallization of a sample from acetonitrile
10. 10
    Sonstigegave product of analytical purity, m.p. 208°-210°

Vorschrift

Hydroxylamine hydrochloride (54 g, 0.78 mole) and 1-[[[5-phenyl-2-oxazolyl]methylene]amino]-2,4-imidazolidinedione (105 g, 0.39 mole) were refluxed with stirring in a solution of water (100 ml) and glacial acetic acid (1.0 l.) for five hrs. An additional 54 g of hydroxylamine hydrochloride was added while the mixture was refluxed another five hrs. The hot solution was treated with Darco, filtered and poured into water (5.0 l.). The solid was again refluxed in a mixture of hydroxylamine hydrochloride (50 g), acetic anhydride (800 ml) and water (80 ml) for four hrs. The solution was cooled, poured into water (3.0 l.) and the resulting solid was collected and dried (48 g, 65%). Recrystallization of a sample from acetonitrile gave product of analytical purity, m.p. 208°-210°.

Quelle