Réaction #214534

Équation de réaction

2-amino-6-ethyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde

dimethylformamide

cyanoacetyl chloride

→

7-ethyl-3-cyano-1-azaxanthone

Conditions de réaction

Traitement

1. 1
   AutreThe mixture was reacted at 60° C. for 3 hours, with constant stirring
2. 2
   workup.DISTILLATIONThe solvent was then distilled off under reduced pressure
3. 3
   Autrethe residue was chromatographed on silica gel
4. 4
   AutreThe desired product was recovered from the chloroform eluate
5. 5
   Autrerecrystallized from acetonitrile

Mode opératoire

In 40 ml of dimethylformamide was dissolved 1.82 g of 2-amino-6-ethyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde, followed by the addition of 3.5 g of cyanoacetyl chloride. The mixture was reacted at 60° C. for 3 hours, with constant stirring. The solvent was then distilled off under reduced pressure and the residue was chromatographed on silica gel. The desired product was recovered from the chloroform eluate and recrystallized from acetonitrile. By the above procedure was obtained 1.03 g of 7-ethyl-3-cyano-1-azaxanthone, m.p. 183°-185° C.

Source