تفاعل #1542

ord-2d447b7bc2ec4665ad48ac9de0170d06

معادلة التفاعل

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
المردود 83.5%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726124uspto-grants-1998_03