Reaktionsgleichung
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Br:10])[CH:5]=1)=O.[CH:11](NC=O)([NH:15]C=O)[NH:12][CH:13]=O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(N)=O.[OH-].[Na+].Cl>>[Br:10][C:6]1[CH:5]=[C:4]([C:2]2[CH:1]=[CH:13][N:12]=[CH:11][N:15]=2)[CH:9]=[CH:8][CH:7]=1Komponenten
7
Reaktionsbedingungen
- Temperatur
- 160 °C
Versuchsvorschrift
A mixture of 9.0 g (59.9 mmol) of 3-bromoacetophenone, 17.1 g (118 mmol) of N,N′,N″-methylidynetrisformamide, 0.57 g (3.0 mmol) of p-toluenesulfonic acid and 27 g of formamide was stirred at 160° C. for 2 hours. After the reaction mixture was cooled to room temperature, a 5% aqueous solution of caustic soda was added thereto, and the mixture was adjusted to pH 4 with a 5% aqueous hydrochloric acid and extracted with ethyl acetate. The organic layer was washed successively with a saturated aqueous solution of ammonium chloride and saturated brine, then dried and concentrated. The resultant solid residue was recrystallized from a mixture ethanol:water=1:2 to obtain 2.49 g of 4-(3-bromophenyl)pyrimidine.
Aufarbeitung
- temperatureAfter the reaction mixture was cooled to room temperature
- extractionextracted with ethyl acetate
- washThe organic layer was washed successively with a saturated aqueous solution of ammonium chloride and saturated brine
- customdried
- concentrationconcentrated
- customThe resultant solid residue was recrystallized from a mixture ethanol
Quellen und Nachweise
- ORD-Eintrag
- ord-558a4413c67e4a34a1ddc97ef61bc1d6
- Quelldatensatz
- uspto-grants-2002_12
- Patentnummer
- US06489487B1
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