Reaktion #640516

ord-3183b4f3c424424c9aae9d495ef6789c

Reaktionsgleichung

O=C(CBr)c1ccccc1
Phenacylbromid
Nc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-ylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccccc1
title compound
Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccccc1
4-(1-Phenacyl-1H-benzimidazol-2-yl)-furazan-3-ylamine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat room temperature
  2. 2
    Waschenthe organic phase is washed repeatedly with brine
  3. 3
    SonstigeDrying of the solvent
  4. 4
    Filtrationfiltering
  5. 5
    Sonstigeevaporation of the solvent under reduced pressure

Vorschrift

Phenacylbromid (0.1 g, 0.49 mmol) is added to an efficiently stirred suspension of 4-(1H-benzimidazol-2-yl)-furazan-3-ylamine (0.1 g, 0.4 mmol) [A. V. Sergievskii, O. A. Krasnoshek, S. F. Mel'nikova, I. V. Tselinskii, Russian Journal of Organic Chemistry, 2002, 38, 915-917] and potassium carbonate (0.172 g, 1.24 mmol) in dry DMF (5 ml) at room temperature. After 4 hours the reaction mixture is diluted with ethyl acetate and the organic phase is washed repeatedly with brine. Drying of the solvent, filtering and evaporation of the solvent under reduced pressure gives the title compound in crude form. The title compound is obtained in pure form by chromatography over silicagel, m.p. 202-204° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE042890E1uspto-grants-2011_11