Reaktion #3968

ord-f3d5d152d9a34241b654d7e6361c94bd

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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)].

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04722929uspto-grants-1988_02