Phosphorus oxychloride → 3-benzyl-6-chloro-5-phenylpyrimidine-2,4(1H,3H)-dione

HRID 357073

Reaktionsgleichung

Reaktionsgleichung von HRID 357073
P(Cl)(Cl)([Cl:3])=O.[CH2:6]([N:13]1[C:18](=[O:19])[CH:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:16](=O)[NH:15][C:14]1=[O:27])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(O)C>[CH2:6]([N:13]1[C:18](=[O:19])[C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:16]([Cl:3])[NH:15][C:14]1=[O:27])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 1663402,4,6(1H,3H,5H)-Pyrimidinetrione, 5-phenyl-1-(phenylmethyl)-

Produkt 1

HCID 150275093-benzyl-6-chloro-5-phenylpyrimidine-2,4(1H,3H)-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 64 ml of 50% ethanol, 300 ml (844 mmol) of phosphorus oxychloride was added drop by drop, with stirring under ice cooling conditions. To this solution, 120 g (380 mmol) of 3-benzyl-5-phenylpyrimidine-2,4,6(1H,3H)-trione was added little by little. This mixture was stirred at 50° C. for 30 minutes and then at 100° C. for 90 minutes. After cooling, the reaction mixture was poured into ice water and stirred for 1 hour. The resulting precipitate was collected by filtration, washed with water and n-hexane and dried to yield 112.89 g (94.7%, light white crystal) of the desired product.

Aufarbeitung

  1. stirringThis mixture was stirred at 50° C. for 30 minutes
  2. temperatureAfter cooling
  3. stirringstirred for 1 hour
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with water and n-hexane
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2fc26d2e02c64d0a8ecb384b3c2aa44a
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05840732

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