Reacción #50772

Ecuación de reacción

3-Amino-1-propanol

4-chloro-3-nitropyridine

sodium hydrogen carbonate

→

4-(3-hydroxypropylamino)-3-nitropyridine

Rendimiento 43.2%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent removed under reduced pressure
2. 2
   workup.ADDITIONSaturated aqueous sodium hydrogen carbonate (50 ml) was added to the residue, which
3. 3
   Extracciónwas extracted with ethyl acetate (3×200 ml)
4. 4
   SecadoThe combined organics were dried over anhydrous sodium sulphate
5. 5
   Filtraciónfiltered
6. 6
   Otroevaporated
7. 7
   OtroCrystallisation from ethyl acetate

Procedimiento

3-Amino-1-propanol (4.5 g, 60.0 mmol) was added slowly to a mixture of 4-chloro-3-nitropyridine (8.0 g, 50.5 mmol) and sodium hydrogen carbonate (4.2 g, 50.0 mmol) in ethanol (200 ml). The mixture was stirred for 3 h at ambient temperature and the solvent removed under reduced pressure. Saturated aqueous sodium hydrogen carbonate (50 ml) was added to the residue, which was extracted with ethyl acetate (3×200 ml). The combined organics were dried over anhydrous sodium sulphate, filtered and evaporated. Crystallisation from ethyl acetate gave 4-(3-hydroxypropylamino)-3-nitropyridine (4.3 g, 43%) as an orange crystalline solid.

Fuente