تفاعل #6277

معادلة التفاعل

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

المردود 31.1%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر