Reacción #1542

ord-2d447b7bc2ec4665ad48ac9de0170d06

Ecuación de reacción

O=c1cc(C(F)(F)F)nc(-c2ccccc2)[nH]1
2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone
O=C1CCC(=O)N1Br
N-bromosuccinimide
O=c1[nH]c(-c2ccccc2)nc(C(F)(F)F)c1Br
5-bromo-2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone
Rendimiento 83.5%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.WAITthe mixture was left
  2. 2
    workup.ADDITIONThe reaction was poured onto ice water and vacuum
  3. 3
    Filtraciónfiltered
  4. 4
    Lavadowashing well with water
  5. 5
    OtroThe crude product was recrystallized from ethyl acetate

Procedimiento

To a solution of 1.0 g (3.94 mmol) of 2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone and 20 mL of glacial acetic add was added 1.0 g (5.6 mmol) N-bromosuccinimide and the mixture was left to stir at room temperature for 16 h. The reaction was poured onto ice water and vacuum filtered, washing well with water. The crude product was recrystallized from ethyl acetate to yield 1.05 g (83.5%) of 5-bromo-2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone, as a white solid. 1H-NMR (d6DMSO) δ 7.6(3H,m); 8.15(2H,m).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726124uspto-grants-1998_03