Réaction #1542

Équation de réaction

2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone

N-bromosuccinimide

→

5-bromo-2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone

Rendement 83.5%

Solvants

acetic

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source