Réaction #640517

ord-c78df7d1d5484863996bbb6f3f6d8280

Équation de réaction

Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Br)cc1
4-[1-(4-bromophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine
O=C([O-])O.[Na+]
sodium bicarbonate
Cl.NO
hydroxylamine hydrochloride
Nc1nonc1-c1nc2ccccc2n1CC(=NO)c1ccc(Br)cc1
title compound
Nc1nonc1-c1nc2ccccc2n1CC(=NO)c1ccc(Br)cc1
4-[1-(4-Bromophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine oxime

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températureis refluxed for 20 hours
  2. 2
    AutrePartitioning of the reaction mixture between ethyl acetate and water, separation of the organic phase
  3. 3
    Autreby drying
  4. 4
    Autreevaporation of the solvent
  5. 5
    Autregives the crude product
  6. 6
    AutrePurification by chromatography on silicagel

Mode opératoire

A mixture of 4-[1-(4-bromophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine (0.083 g, 0.21 mmol, prepared according to Example 1), sodium bicarbonate (0.021 g, 0.25 mmol) and hydroxylamine hydrochloride (0.014 g, 0.21 mmol) in ethanol (5 ml) is refluxed for 20 hours. Partitioning of the reaction mixture between ethyl acetate and water, separation of the organic phase followed by drying and evaporation of the solvent gives the crude product. Purification by chromatography on silicagel yields the title compound as an E/Z-mixture, m.p. 198-201° C.

Source

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