Реакция #57560

ord-b5885f19d0c34a63b1f37077c29399fa

Уравнение реакции

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
Выход 82.6%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураcooled in ice bath
  2. 2
    ПромывкаThe dichloromethane layer was washed with water, 1N HCl, water and brine
  3. 3
    Сушкаdried over Na2SO4
  4. 4
    Фильтрацияfiltered
  5. 5
    Концентрированиеconcentrated in vacuo

Методика

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)−.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07420001B2uspto-grants-2008_09