Reacción #552542

Ecuación de reacción

ammonia

3-fluoroaniline

2-chloro-4-methyl-6-cyclopropylpyrimidine

hydrochloric acid

→

2-(m-fluorophenylamino)-4-methyl-6-cyclopropylpyrimidine

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais then heated
2. 2
   Temperaturaunder reflux for 18 hours
3. 3
   Extracciónextracted twice with 150 ml of diethyl ether each time
4. 4
   LavadoThe combined extracts are washed with 50 ml of water
5. 5
   Secadodried over sodium sulfate
6. 6
   Filtraciónfiltered
7. 7
   Otrothe solvent is evaporated
8. 8
   OtroThe yellowish crystals which remain are purified by recrystallisation from diisopropyl ether/petroleum ether (b.p. 50°-70° C.)
9. 9
   Otromelt at 87°-89° C.
10. 10
    Otro68% of the theoretical yield)

Procedimiento

A solution of 5.5 g (50 mmol) of 3-fluoroaniline and 9.3 g (55 mmol) of 2-chloro-4-methyl-6-cyclopropylpyrimidine in 100 ml of ethanol is adjusted to pH 1 with 5 ml of concentrated hydrochloric acid, with stirring, and is then heated under reflux for 18 hours. After the brown emulsion has been cooled to room temperature, it is rendered alkaline with 10 ml of 30% ammonia, poured onto 100 ml of ice-water and extracted twice with 150 ml of diethyl ether each time. The combined extracts are washed with 50 ml of water, dried over sodium sulfate and filtered, and the solvent is evaporated. The yellowish crystals which remain are purified by recrystallisation from diisopropyl ether/petroleum ether (b.p. 50°-70° C.). The white crystals melt at 87°-89° C.; yield: 8.3 g (34 mmol; 68% of the theoretical yield).

Fuente