Reacción #65744

Ecuación de reacción

2-amino-3,4-diethoxycarbonyl-6-phenylpyridine hydrochloride

sodium nitrite

→

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

Disolventes

water

hydrochloric acid

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.WAITleft
3. 3
   workup.WAITstanding overnight
4. 4
   workup.DISTILLATIONThe solvent was distilled off
5. 5
   FiltraciónThe resulting crystals were collected by filtration with water
6. 6
   OtroThe crystals were recrystallized from ethanol
7. 7
   Otroto give pale yellow prisms

Procedimiento

In a mixture of 90 ml of 2% hydrochloric acid and 60 ml of dioxane was dissolved 3.50 g (10 mmol) of 2-amino-3,4-diethoxycarbonyl-6-phenylpyridine hydrochloride. A solution of 0.83 g (1.2 eq.) of sodium nitrite dissolved in 3 ml of water was added dropwise thereto. The mixture was stirred at room temperature for 4 hours and left standing overnight. The solvent was distilled off. The resulting crystals were collected by filtration with water. The crystals were recrystallized from ethanol, to give pale yellow prisms.

Fuente