반응 #6277

반응 방정식

water

benzoylene urea

4-(3-chloropropylthio)pyridine

1,8-diazabicyclo[5.4.0]-7-undecene

→

3-[3-(4-pyridylthio)propyl]quinazoline-2,4-(1H,3H)-dione

수율 31.1%

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   추출the mixture was extracted with ethyl acetate
3. 3
   기타The extract was dried
4. 4
   workup.DISTILLATIONthe solvent was distilled off
5. 5
   기타The residue was purified by column chromatography (eluent: ethyl acetate/ethanol =25:1 to 10:1 to 2:1)

실험 절차

To a solution of 1.62 g (10 mmol) of benzoylene urea and 1.88 g (10 mmol) of 4-(3-chloropropylthio)pyridine in 50 ml of dimethylformamide, 1.65 ml (11 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, and the mixture was stirred at 80° C. for 16 hours. After cooling, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried and the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate/ethanol =25:1 to 10:1 to 2:1). First, 0.973 g of 3-[3-(4-pyridylthio)propyl]quinazoline-2,4-(1H,3H)-dione (31.1% yield, pale yellow crystals) was obtained, and then, 0.487 g of the desired product was obtained (10.4% yield, yellow oil).

출처