Reacción #302870

Ecuación de reacción

phenylisocyanate

2-aminonicotinic acid methyl ester

→

3-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione

Rendimiento 61.2%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was refluxed for 16 hours
2. 2
   OtroThe pyridine is was removed under reduced pressure
3. 3
   workup.ADDITIONthe residue was treated with 280 ml ethanol
4. 4
   TemperaturaThe mixture is refluxed for 10 minutes
5. 5
   TemperaturaUpon cooling down 3-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione
6. 6
   Otrocrystallized from the medium
7. 7
   Otrowas recrystallized from methoxypropanol

Procedimiento

17.22 g (144.6 mmol, 15.7 ml) phenylisocyanate was added to a suspenssion of 7.00 g (46.0 mmol) 2-aminonicotinic acid methyl ester in dry pyridine. The mixture was refluxed for 16 hours. The pyridine is was removed under reduced pressure and the residue was treated with 280 ml ethanol. The mixture is refluxed for 10 minutes. Upon cooling down 3-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione crystallized from the medium and was recrystallized from methoxypropanol. 6.73 g (61%) 3-phenyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione was isolated (m.p. 304° C.).

Fuente