Reaktionsgleichung
[NH2:1][C:2]1[NH:3][C:4](=O)[CH:5]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[C:11]#[N:12])[N:7]=1.C(N(CC)C1C=CC=CC=1)C.P(Cl)(Cl)([Cl:30])=O>>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[C:11]#[N:12])[CH:5]=[C:4]([Cl:30])[N:3]=1Komponenten
Reaktionsbedingungen
- Temperatur
- 115 °C
Versuchsvorschrift
2.00 g (9.42 mmol) of 3-(2-amino-6-oxo-1,6-dihydropyrimidin-4-yl)benzonitrile (from example LV) are suspended in 10 ml of phosphoryl chloride. Over a period of one hour, 180 mg (1.23 mmol) of N,N-diethylaniline are added dropwise, and over a period of a further hour, the mixture is heated to 115° C. The mixture is then heated at RF for one hour. The mixture is allowed to cool to RT and poured into ice water. The mixture is extracted twice with ethyl acetate and the solvent is removed under reduced pressure. The residue is suspended in water. With ice-cooling, the solution is neutralized by addition of conc. sodium hydroxide solution. Saturated sodium carbonate solution is added, and the mixture is stirred at RT overnight. The precipitate is filtered off with suction and washed with water. This gives the title compound.
Aufarbeitung
- waitover a period of a further hour
- temperatureThe mixture is then heated at RF for one hour
- temperatureto cool to RT
- extractionThe mixture is extracted twice with ethyl acetate
- customthe solvent is removed under reduced pressure
- temperatureWith ice-cooling
- additionthe solution is neutralized by addition of conc. sodium hydroxide solution
- additionSaturated sodium carbonate solution is added
- filtrationThe precipitate is filtered off with suction
- washwashed with water
Quellen und Nachweise
- ORD-Eintrag
- ord-e71ce06648664f55b7b56df2f5f3a739
- Quelldatensatz
- uspto-grants-2010_06
- Patentnummer
- US07737153B2
Verknüpfte Notizen
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