Reaktion #65773

Reaktionsgleichung

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

hydrochloric acid

→

title compound

Ausbeute 91.3%

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

Ausbeute 91.3%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated for 30 minutes
2. 2
   Temperaturunder reflux
3. 3
   EinengenAfter the reaction mixture was concentrated
4. 4
   Extraktionthe residue was extracted with ethyl acetate
5. 5
   Waschenby washing with an aqueous solution of sodium hydrogencarbonate
6. 6
   Trocknenan aqueous solution of sodium chloride and drying over magnesium sulfate
7. 7
   EinengenAfter the extract was concentrated under reduced pressure

Vorschrift

In 8 ml of ethanol were suspended 0.37 g of 2-chloro-3,4-diethoxycarbonyl-5-nitro-6-(3-nitrophenyl)pyridine and 0.45 g of reduced iron, and the suspension was heated to 60° C. After 1.9 ml of conc. hydrochloric acid was added thereto, the mixture was heated for 30 minutes under reflux. After the reaction mixture was concentrated, the residue was extracted with ethyl acetate, followed by washing with an aqueous solution of sodium hydrogencarbonate and an aqueous solution of sodium chloride and drying over magnesium sulfate. After the extract was concentrated under reduced pressure, the residue was subjected to silica gel column chromatography (eluent: chloroform/methanol 40:1) to give 0.29 g of the title compound as a yellowish orange viscous oily substance.

Quelle