Reacción #6280

Ecuación de reacción

water

3-[4-(4-pyridylthio)butyl]quinazoline-2 (1H)-thion-4(3H)-one

4-(4-chlorobutylthio)pyridine

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

→

desired product

Rendimiento 97.1%

1,3-bis[4-(4-pyridylthio)butyl]quinazoline-2(1H)-thion-4(3H)-one

Rendimiento 97.1%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

To a solution of 515 mg (1.5 mmol) of 3-[4-(4-pyridylthio)butyl]quinazoline-2 (1H)-thion-4(3H)-one and 332 mg (1.65 mmol) of 4-(4-chlorobutylthio)pyridine in 15 ml of dimethylformamide, 0.25 ml (1.65 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 flash column chromatography (eluent: ethyl acetate/ethanol =25:1 to 10:1) to give 0.694 mg of the desired product (97.1% yield; colorless oil).

Fuente