Reaktion #324557

Reaktionsgleichung

Benzaldehyde

guanidine carbonate

ethyl cyanoacetate

sodium acetate

→

2-amino-6-oxo-4-phenyl-1,6-dihydro-pyrimidine-5-carbonitrile

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 4 hours
2. 2
   Sonstigethe solvent was removed under reduced pressure
3. 3
   SonstigeThe brown residue was triturated with 400 ml aqueous acetic acid (30%)
4. 4
   Filtrationfiltered off
5. 5
   SonstigeThe yellow solid was then triturated with 300 ml diethyl ether
6. 6
   Filtrationfiltered off

Vorschrift

Benzaldehyde (15 g, 141.3 mmol, 1 eq), guanidine carbonate (25.47 g, 141.3 mmol, 1 eq), ethyl cyanoacetate (15.99 g, 141.3 mmol, 1 eq) and anhydrous sodium acetate (11.59 g, 141.3 mmol, 1 eq) were added to 300 ml anhydrous pyridine and refluxed for 4 hours. The reaction was then cooled to room temperature and the solvent was removed under reduced pressure. The brown residue was triturated with 400 ml aqueous acetic acid (30%) and filtered off. The yellow solid was then triturated with 300 ml diethyl ether and filtered off to yield 2-amino-6-oxo-4-phenyl-1,6-dihydro-pyrimidine-5-carbonitrile as an off-white solid.

Quelle