反应 #607461

反应方程式

3-(2-chloroethyl) quinazoline-4 (3H)-one

sodium carbonate

sodium iodide

HCl

1-(3-(trifluoromethyl)phenyl)piperazine

→

3-(2-(4-(3-(trifluoromethyl)phenyl)piperazine-1-yl)ethyl)quinazoline-4 (3H)-one hydrochloride

收率 69.0%

溶剂

isopropanol

ethanol

toluene

反应条件

后处理

1. 1
   workup.ADDITIONThe following were added to a 250 mL reactor
2. 2
   其他were removed slowly with the assistance of a Dean-Stark
3. 3
   workup.ADDITIONTo the resulting mixture, 100 mL of an aqueous solution of acetic acid were added at 10% and 150 mL of ethyl acetate
4. 4
   其他the organic phase separated
5. 5
   洗涤washed with 2 portions of 50 mL of a 5% sodium bicarbonate solution
6. 6
   干燥dry with MgSO4
7. 7
   过滤filtered
8. 8
   其他evaporated to dryness
9. 9
   其他yielding the raw product as a slightly yellowish oil
10. 10
    温度This agitation was maintained for two hours in order
11. 11
    其他the precipitation of the hydrochloride
12. 12
    过滤The resulting solid was filtered
13. 13
    其他vacuum dried

实验过程

The following were added to a 250 mL reactor: 3-(2-chloroethyl) quinazoline-4 (3H)-one (1 g, 4.79 mmol), 1-(3-(trifluoromethyl)phenyl)piperazine (1,103 g, 4.79 mmol), sodium carbonate (0.762 g, 7.19 mmol), sodium iodide (0.072 g, 0.479 mmol), ethanol (50 ml) and toluene (150 ml). The reaction medium was kept under agitation and reflux for a period of twenty hours, during which 150 ml of the solvent were removed slowly with the assistance of a Dean-Stark. To the resulting mixture, 100 mL of an aqueous solution of acetic acid were added at 10% and 150 mL of ethyl acetate. The mixture was agitated, the organic phase separated, washed with 2 portions of 50 mL of a 5% sodium bicarbonate solution, dry with MgSO4, filtered and evaporated to dryness, yielding the raw product as a slightly yellowish oil. This oil was dissolved in isopropanol, adding 2 mL of concentrated HCl under agitation to the resulting solution. This agitation was maintained for two hours in order to complete the precipitation of the hydrochloride. The resulting solid was filtered and vacuum dried, yielding 1.45 g of 3-(2-(4-(3-(trifluoromethyl)phenyl)piperazine-1-yl)ethyl)quinazoline-4 (3H)-one hydrochloride (3.3 mmol, yield=69%).

来源