Reacción #640556

ord-fa8f6dad7ad047a4b8e62d003cb4b1e2

Ecuación de reacción

O=C(C(=O)c1ccc(Br)cc1)c1ccc(Br)cc1
4,4′-dibromobenzil
Nc1ccccc1N
o-phenylenediamine
Brc1ccc(-c2nc3ccccc3nc2-c2ccc(Br)cc2)cc1
2,3-bis(4-bromophenyl)quinoxaline
Rendimiento 92.0%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    LavadoThe reaction solution was washed with water
  2. 2
    Temperaturaafter being cooled to room temperature
  3. 3
    ExtracciónAn aqueous layer was extracted with chloroform
  4. 4
    Lavadowashed with a saturated saline solution
  5. 5
    SecadoThe organic layer was dried over magnesium sulfate
  6. 6
    Filtraciónfiltered
  7. 7
    Otrocondensed

Procedimiento

A chloroform solution (200 mL) of 30.0 g (81.5 mmol) of 4,4′-dibromobenzil and 9.00 g (83.2 mmol) of o-phenylenediamine was heated and refluxed at 80° C. for 3 hours under nitrogen atmosphere. The reaction solution was washed with water after being cooled to room temperature. An aqueous layer was extracted with chloroform. This extracted aqueous layer and an organic layer were put together and washed with a saturated saline solution. The organic layer was dried over magnesium sulfate and filtered. The filtrate was condensed to obtain 33 g (yield: 92%) of objective 2,3-bis(4-bromophenyl)quinoxaline as a white solid. Synthetic scheme of Step 1 is shown in the following (d-1).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08048540B2uspto-grants-2011_11