Reaktion #57560

ord-b5885f19d0c34a63b1f37077c29399fa

Reaktionsgleichung

Nc1ccc(Br)cc1
4-bromoaniline
O=C(Cl)c1cc2ccccc2o1
benzofuran-2-carboxylic acid chloride
CCN(CC)CC
triethylamine
O=C(Nc1ccc(Br)cc1)c1cc2ccccc2o1
N-(4-bromophenyl)-1-benzofuran-2-carboxamide
Ausbeute 82.6%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturcooled in ice bath
  2. 2
    WaschenThe dichloromethane layer was washed with water, 1N HCl, water and brine
  3. 3
    Trocknendried over Na2SO4
  4. 4
    Filtrationfiltered
  5. 5
    Einengenconcentrated in vacuo

Vorschrift

To 1.72 g of 4-bromoaniline was added to 1.89 g of benzofuran-2-carboxylic acid chloride in 35 mL of dichloromethane cooled in ice bath, followed by the addition of 4.9 mL of triethylamine. The reaction was stirred at room temperature overnight and then diluted with dichloromethane. The dichloromethane layer was washed with water, 1N HCl, water and brine, dried over Na2SO4, filtered, and concentrated in vacuo to provide 2.61 g of N-(4-bromophenyl)-1-benzofuran-2-carboxamide as a yellow solid. Yield 72%. m.p. 178-180° C.; MS: 314.1(M−H)−.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07420001B2uspto-grants-2008_09