Reacción #65775

Ecuación de reacción

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

phosphorus oxychloride

DMF

→

title compound

2-Chloro-3,4-diethoxycarbonyl-5-nitro-6-phenylpyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónAfter the reaction mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONan aqueous solution of sodium hydrogencarbonate was added to the residue for neutralization
3. 3
   Extracciónfollowed by extraction with ethyl acetate
4. 4
   LavadoThe organic layer was washed with water
5. 5
   Secadoa saturated aqueous solution of sodium chloride and dried over magnesium sulfate
6. 6
   workup.DISTILLATIONAfter the solvent was distilled off

Procedimiento

In 6.5 ml of phosphorus oxychloride was dissolved 2.5 g of 3,4-diethoxycarbonyl-5-nitro-6-phenyl-2pyridone, followed by addition of 1 ml of DMF. The mixture was heated at 100° C. for 30 minutes. After the reaction mixture was concentrated under reduced pressure, an aqueous solution of sodium hydrogencarbonate was added to the residue for neutralization, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. After the solvent was distilled off, the residue was subjected to silica gel column chromatography (eluent:ethyl acetate/hexane 1:2), to give 1.9 g of the title compound as yellow needles.

Fuente