Reacción #89067

Ecuación de reacción

3-methylpicolinonitrile

sulfuric acid

Na2CO3

→

3-methylpicolinamide

Rendimiento 97.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe solution was cooled to rt
2. 2
   ExtracciónThe resulting mixture was extracted with DCM (3×)
3. 3
   Secadothe combined organic layer was dried over MgSO4
4. 4
   Concentraciónconcentrated in vacuo

Procedimiento

A mixture of 3-methylpicolinonitrile (2.36 g, 20 mmol) and conc. sulfuric acid (12.5 mL) was stirred at 80° C. for 25 min. The solution was cooled to rt, poured into water (80 mL), followed by addition of sat. Na2CO3 (aq.) until pH ˜7. The resulting mixture was extracted with DCM (3×) and the combined organic layer was dried over MgSO4 and concentrated in vacuo to provide 3-methylpicolinamide as a white solid (2.65 g, 97%). 1H NMR (CDCl3, 400 MHz) δ 8.43 (dd, 1H), 7.93 (brs, 1H), 7.62 (dd, 1H), 7.35 (dd, 1H), 5.44 (brs, 1H), 2.76 (s, 3H).

Fuente