Phosphorus oxychloride → 6-Chloro-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dione

HRID 2258474Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2258474
O[C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[CH:3]=1.P(Cl)(Cl)([Cl:19])=O>O>[Cl:19][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[CH:3]=1

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 178481542HCID 178481542, Verbindung

Produkt 1

HCID 150462236-Chloro-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dioneAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

To the obtained 6-hydroxy-3-methyl-1-phenyluracil (12.2 g, 56 mM) was added phosphorus oxychloride (phosphoryl chloride, 167 ml, 2M) under cooling with ice and 3.4 ml of water was then added dropwise. The solution was heated gradually and maintained at 110° C. for 2 hours. The solvent was distilled off under reduced pressure. A product was obtained by crystallization with water and recovered by filtration to yield 6-chloro-3-methyl-1-phenyluracil (yield: 9.55 g, or 72% based on 6-hydroxy-3-methyl-1-phenyluracil).

Aufarbeitung

  1. additionwas then added dropwise
  2. temperatureThe solution was heated gradually
  3. distillationThe solvent was distilled off under reduced pressure
  4. customA product was obtained by crystallization with water
  5. filtrationrecovered by filtration

Quellen und Nachweise

ORD-Eintrag
ord-aef82a322e694f9892b773aefa64cf7c
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05661153

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