تفاعل #3968

ord-f3d5d152d9a34241b654d7e6361c94bd

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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)].

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04722929uspto-grants-1988_02