Réaction #3968

Équation de réaction

2-[2-methoxy-5-nitro-4-(4,4-dimethyl-7-nitro-2H,4H-isoquinolin-1,3-dione-2-yl)-phenyl]-5-methoxy-imidazo[4,5-b]pyridine

hydrazine hydrate

→

2-(2-Methoxy-4-amino-5-nitro-phenyl)-5-methoxy-imidazo[4,5-b]pyridine

Solvants

isopropanol

Conditions de réaction

Traitement

1. 1
   Températurerefluxed for 1.75 hours
2. 2
   ConcentrationThe reaction mixture is concentrated by evaporation
3. 3
   Autrethe residue is triturated with 50 ml of ice water
4. 4
   Autrethe product precipitated
5. 5
   Autreis purified by chromatography on silica gel [eluant: methylene chloride/ethanol (100:0 to 100:2)]

Mode opératoire

One half gram of 2-[2-methoxy-5-nitro-4-(4,4-dimethyl-7-nitro-2H,4H-isoquinolin-1,3-dione-2-yl)-phenyl]-5-methoxy-imidazo[4,5-b]pyridine is suspended in 10 ml of isopropanol, mixed with 0.5 ml of 80% hydrazine hydrate, and refluxed for 1.75 hours with stirring. The reaction mixture is concentrated by evaporation, the residue is triturated with 50 ml of ice water, and the product precipitated is purified by chromatography on silica gel [eluant: methylene chloride/ethanol (100:0 to 100:2)].

Source