Reaction #76503

Reaction equation

9-ethyl-1,4,7,8,9,10-hexahydro-pyrido[3,4-f]quinoxaline-2,3-dione

potassium nitrate

Ammonium hydroxide

→

9-Ethyl-1,4,7,8,9,10-hexahydro-6-nitro-pyrido[3,4-f]quinoxaline-2,3-dione

Yield 94.0%

Solvents

sulfuric acid

sulfuric acid

Conditions

Workup

1. 1
   workup.ADDITIONthe reaction mixture was poured onto ice
2. 2
   Temperaturecooled in an isopropyl alcohol/dry ice bath
3. 3
   Filtrationthe yellow solid was collected by filtration (0.59 g, 94% yield)

Procedure

A solution of 9-ethyl-1,4,7,8,9,10-hexahydro-pyrido[3,4-f]quinoxaline-2,3-dione (0.61 g, 2.16 mmol) in 20 mL of concentrated sulfuric acid was treated with a solution of potassium nitrate (0.25 g, 2.47 mmol) in 2 mL concentrated sulfuric acid. After stirring for 3 hours at room temperature, the reaction mixture was poured onto ice and cooled in an isopropyl alcohol/dry ice bath. Ammonium hydroxide was added to adjust the pH to 8.9, and the yellow solid was collected by filtration (0.59 g, 94% yield).

Source