Reacción #979952

Ecuación de reacción

4-chloro-2,6-dimethyl-3-nitropyridine

4-aminobenzonitrile

→

4-(4-Cyanophenyl)amino-2,6-dimethyl-3-nitropyridine

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane (200 ml)
3. 3
   Lavadowashed with saturated aqueous sodium bicarbonate (100 ml)
4. 4
   SecadoThe organic phase was dried (MgSO4)
5. 5
   Concentraciónconcentrated under reduced pressure
6. 6
   Otroto give a gum which
7. 7
   Otrowas crystallised
8. 8
   workup.ADDITIONby adding ether (100 ml)
9. 9
   Otrosonicating for 5 minutes
10. 10
    FiltraciónThe yellow solid (9.80 g, 70%) was filtered off
11. 11
    Otrodried in vacuo, mp 171°-172° C.

Procedimiento

A solution of 4-chloro-2,6-dimethyl-3-nitropyridine (9.80 g, 52.5 mmol) and 4-aminobenzonitrile (6.20 g, 52.5 mmol) in ethanol (160 ml) was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure and the residue was dissolved in dichloromethane (200 ml), and washed with saturated aqueous sodium bicarbonate (100 ml). The organic phase was dried (MgSO4) and concentrated under reduced pressure to give a gum which was crystallised by adding ether (100 ml) and sonicating for 5 minutes. The yellow solid (9.80 g, 70%) was filtered off and dried in vacuo, mp 171°-172° C.

Fuente