Реакция #640517

ord-c78df7d1d5484863996bbb6f3f6d8280

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураis refluxed for 20 hours
  2. 2
    ДругоеPartitioning of the reaction mixture between ethyl acetate and water, separation of the organic phase
  3. 3
    Другоеby drying
  4. 4
    Другоеevaporation of the solvent
  5. 5
    Другоеgives the crude product
  6. 6
    ДругоеPurification by chromatography on silicagel

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE042890E1uspto-grants-2011_11