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Bromine → 5-Bromo-3-methyl-6-phenyl-4-pyrimidinone

HRID 1981587
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1981587
N[C:2]1[N:7]([CH3:8])[C:6](=[O:9])[CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]=1.[Br:16]Br>CC(O)=O>[Br:16][C:5]1[C:6](=[O:9])[N:7]([CH3:8])[CH:2]=[N:3][C:4]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 24408BromineHCID 133205052-Amino-3-methyl-6-phenyl-4-pyrimidinone

Produkt 1

HCID 233196395-Bromo-3-methyl-6-phenyl-4-pyrimidinoneAusbeute 42,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To 1.8 g (8.95 mM) of 2-amino-3-N-methyl-6-phenyl-4-pyrimidinone was added 40 ml CH3COOH and 0.535 ml Br2 (1.64 g≈10.3 mM). The reaction mixture was allowed to stir at ambient temperature for 18 hours. The solution was evaporated to dryness and the residual solid azeotroped from EtOH (2X). The solids were heated to reflux with 100 ml of H2O, cooled to 5° and filtered. This procedure was repeated, filtered hot, and allowed to crystallize at room temperature for 18 hours. The crystals were filtered and washed well with H2O to yield 1.0 g (40%) of title compound. Cooling of mother liquors gave an additional 0.6 g (24%) of title compound.

Aufarbeitung

  1. customThe solution was evaporated to dryness
  2. customthe residual solid azeotroped from EtOH (2X)
  3. temperatureThe solids were heated
  4. temperatureto reflux with 100 ml of H2O
  5. temperaturecooled to 5°
  6. filtrationfiltered
  7. filtrationfiltered hot
  8. customto crystallize at room temperature for 18 hours
  9. filtrationThe crystals were filtered
  10. washwashed well with H2O

Quellen und Nachweise

ORD-Eintrag
ord-30bd46901dff47dd969fadecbb88551e
Quelldatensatz
uspto-grants-1986_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04593096

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