Reaction #1542

Reaction equation

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

N-bromosuccinimide

→

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

Yield 83.5%

Solvents

acetic

Conditions

Workup

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

Procedure

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