Реакция #640526

ord-498b982860eb443fb00858a7d0403300

Уравнение реакции

OCCCNc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-yl-N-(3-hydroxypropyl)-amine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C(CBr)c1ccc(Cl)cc1
4-chlorophenacyl bromide
O=C(Cn1c(-c2nonc2NCCCO)nc2ccccc21)c1ccc(Cl)cc1
title compound
O=C(Cn1c(-c2nonc2NCCCO)nc2ccccc21)c1ccc(Cl)cc1
4-[1-(4-Chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-yl-N-(3-hydroxypropyl)-amine

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаwashed with water
  2. 2
    Сушкаdried over sodium sulphate
  3. 3
    ФильтрацияFiltration of the sodium sulphate, concentration of the filtrate under reduced pressure and chromatography of the residue on silicagel

Методика

A suspension of 4-(1H-benzimidazol-2-yl)-furazan-3-yl-N-(3-hydroxypropyl)-amine (0.70 g, 0.27 mmol), potassium carbonate (0.472 g, 3.42 mmol) and 4-chlorophenacyl bromide (0.069 g, 0.29 mmol) in DMF (5 ml) is stirred at room temperature for 16 hours. The reaction mixture is diluted with ethyl acetate, washed with water and dried over sodium sulphate. Filtration of the sodium sulphate, concentration of the filtrate under reduced pressure and chromatography of the residue on silicagel using hexane-ethyl acetate as eluent gives the title compound as a yellowish solid, m.p. 166-169° C.

Источник

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