Reacción #65745

Ecuación de reacción

3,4-diethoxycarbonyl-6-phenyl-2-pyridone

nitric acid

water

→

3,4-Diethoxycarbonyl-5-nitro-6-phenyl-2-pyridone

Disolventes

acetic anhydride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature
2. 2
   workup.WAITleft
3. 3
   workup.WAITstanding overnight
4. 4
   FiltraciónThe resulting crystals were collected by filtration
5. 5
   Otrodried
6. 6
   OtroThe crystals were recrystallized from ethanol
7. 7
   Otroto give pale yellow needles

Procedimiento

In 13 ml of acetic anhydride was suspended 5.0 g of 3,4-diethoxycarbonyl-6-phenyl-2-pyridone; and the suspension was cooled to -10° C. Fuming nitric acid (1.32 ml; 2.0 eq.) was added dropwise over 1 hour, and the mixture was stirred for 45 minutes as it is. After 40 ml of water was added, the mixture was stirred at room temperature and left standing overnight. The resulting crystals were collected by filtration and dried. Yield: 4.61 g (80.7%). The crystals were recrystallized from ethanol, to give pale yellow needles.

Fuente