Reacción #44705

Ecuación de reacción

phosphoryl chloride

3-(2-amino-6-oxo-1,6-dihydropyrimidin-4-yl)benzonitrile

N,N-diethylaniline

→

title compound

3-(2-Amino-6-chloropyrimidin-4-yl)benzonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITover a period of a further hour
2. 2
   TemperaturaThe mixture is then heated at RF for one hour
3. 3
   Temperaturato cool to RT
4. 4
   ExtracciónThe mixture is extracted twice with ethyl acetate
5. 5
   Otrothe solvent is removed under reduced pressure
6. 6
   TemperaturaWith ice-cooling
7. 7
   workup.ADDITIONthe solution is neutralized by addition of conc. sodium hydroxide solution
8. 8
   workup.ADDITIONSaturated sodium carbonate solution is added
9. 9
   FiltraciónThe precipitate is filtered off with suction
10. 10
    Lavadowashed with water

Procedimiento

2.00 g (9.42 mmol) of 3-(2-amino-6-oxo-1,6-dihydropyrimidin-4-yl)benzonitrile (from example LV) are suspended in 10 ml of phosphoryl chloride. Over a period of one hour, 180 mg (1.23 mmol) of N,N-diethylaniline are added dropwise, and over a period of a further hour, the mixture is heated to 115° C. The mixture is then heated at RF for one hour. The mixture is allowed to cool to RT and poured into ice water. The mixture is extracted twice with ethyl acetate and the solvent is removed under reduced pressure. The residue is suspended in water. With ice-cooling, the solution is neutralized by addition of conc. sodium hydroxide solution. Saturated sodium carbonate solution is added, and the mixture is stirred at RT overnight. The precipitate is filtered off with suction and washed with water. This gives the title compound.

Fuente