Reacción #65786

Ecuación de reacción

2-chloro-3,4-diethoxycarbonyl-5-nitro-6-(4-nitrophenyl)pyridine

hydrochloric acid

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title compound

Rendimiento 74.2%

3-Amino-6-chloro-4,5-diethoxycarbonyl-2-(4-aminophenyl)pyridine

Rendimiento 74.2%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was heated
2. 2
   Temperaturaunder reflux for 20 minutes
3. 3
   ConcentraciónAfter the reaction mixture was concentrated
4. 4
   Extracciónextraction with ethyl acetate
5. 5
   LavadoThe extract was washed with an aqueous solution of sodium hydrogencarbonate
6. 6
   Secadoan aqueous solution of sodium chloride consecutively, and dried over magnesium sulfate
7. 7
   ConcentraciónAfter concentration

Procedimiento

In 20ml of ethanol were suspended 0.91 g of 2-chloro-3,4-diethoxycarbonyl-5-nitro-6-(4-nitrophenyl)pyridine and 1.11 g of reduced iron, and the suspension was heated to 60° C. After 4.7 ml of conc. hydrochloric acid was added, the mixture was heated under reflux for 20 minutes. After the reaction mixture was concentrated, extraction with ethyl acetate was conducted. The extract was washed with an aqueous solution of sodium hydrogencarbonate and an aqueous solution of sodium chloride consecutively, and dried over magnesium sulfate. After concentration, the residue was subjected to silica gel column chromatography (eluent:chloroform/methanol 40:1), to give 0.58 g of the title compound as yellow prisms.

Fuente