Réaction #640531

ord-57cb82a95d384ee4b75e6f8e4bb38f56

Équation de réaction

Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)c([N+](=O)[O-])c1
4-[1-(4-chloro-3-nitrophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine
Nc1cc(C(=O)Cn2c(-c3nonc3N)nc3ccccc32)ccc1Cl
title compound
Nc1cc(C(=O)Cn2c(-c3nonc3N)nc3ccccc32)ccc1Cl
4-[1-(3-Amino-4-chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine

Solvants

Conditions de réaction

Température
80°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationFiltration and evaporation at reduced pressure
  2. 2
    Autregives the crude product
  3. 3
    AutrePurification
  4. 4
    Extractionby extraction with ethyl acetate and chromatography on silicagel

Mode opératoire

To a stirred solution of 4-[1-(4-chloro-3-nitrophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine (0.07 g, 0.175 mmol) in ethanol (6 ml) and water (1 ml) is added two drops of concentrated hydrochloric acid and iron powder (0.1 g, 17.5 mmol). The reaction mixture is heated at 80° C. for 8 hours. Filtration and evaporation at reduced pressure gives the crude product. Purification by extraction with ethyl acetate and chromatography on silicagel yields the title compound as colorless solid, m.p. 228-230° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE042890E1uspto-grants-2011_11