Reacción #3968

ord-f3d5d152d9a34241b654d7e6361c94bd

Ecuación de reacción

COc1ccc2[nH]c(-c3cc([N+](=O)[O-])c(N4C(=O)c5cc([N+](=O)[O-])ccc5C(C)(C)C4=O)cc3OC)nc2n1
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
NN.O
hydrazine hydrate
COc1ccc2[nH]c(-c3cc([N+](=O)[O-])c(N)cc3OC)nc2n1
2-(2-Methoxy-4-amino-5-nitro-phenyl)-5-methoxy-imidazo[4,5-b]pyridine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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)].

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04722929uspto-grants-1988_02