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

HRID 1446

Reaktionsgleichung

Reaktionsgleichung von HRID 1446
[C:1]1([C:7]2[NH:12][C:11](=[O:13])[CH:10]=[C:9]([C:14]([F:17])([F:16])[F:15])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:18]N1C(=O)CCC1=O>CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>[Br:18][C:10]1[C:11](=[O:13])[NH:12][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8][C:9]=1[C:14]([F:16])([F:17])[F:15]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 1354100074-Hydroxy-2-phenyl-6-(trifluoromethyl)pyrimidine

Produkt 1

HCID 1358375345-bromo-2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinoneAusbeute 83,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  1. waitthe mixture was left
  2. additionThe reaction was poured onto ice water and vacuum
  3. filtrationfiltered
  4. washwashing well with water
  5. customThe crude product was recrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-2d447b7bc2ec4665ad48ac9de0170d06
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05726124

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