反応 #44705

反応方程式

phosphoryl chloride

3-(2-amino-6-oxo-1,6-dihydropyrimidin-4-yl)benzonitrile

N,N-diethylaniline

→

title compound

3-(2-Amino-6-chloropyrimidin-4-yl)benzonitrile

反応条件

後処理

1. 1
   workup.WAITover a period of a further hour
2. 2
   温度The mixture is then heated at RF for one hour
3. 3
   温度to cool to RT
4. 4
   抽出The mixture is extracted twice with ethyl acetate
5. 5
   その他the solvent is removed under reduced pressure
6. 6
   温度With ice-cooling
7. 7
   workup.ADDITIONthe solution is neutralized by addition of conc. sodium hydroxide solution
8. 8
   workup.ADDITIONSaturated sodium carbonate solution is added
9. 9
   ろ過The precipitate is filtered off with suction
10. 10
    洗浄washed with water

実験手順

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.

出典