Reacción #6263

Ecuación de reacción

Ethyl acetate

5,5-dimethylhydantoin

4-(4-chlorobutylthio)pyridine

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

→

desired compound

Rendimiento 56.8%

5,5-dimethyl- 3-[4-(4-pyridylthio)butyl]hydantoin

Rendimiento 56.8%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGby further stirring at 70° C. for 10 hours
2. 2
   Lavadothe mixture was washed three times with water
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   workup.DISTILLATIONThe solvent was distilled off
5. 5
   Otrothe residue was purified by column chromatography (eluent: ethyl acetate/ethanol =10:1)

Procedimiento

To a solution of 2.56 g (20 mmol) of 5,5-dimethylhydantoin and 4.03 g (20 mmol) of 4-(4-chlorobutylthio)pyridine in 20 ml of N,N-dimethylformamide, 3.00 ml (20 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, and the mixture was stirred at room temperature for 43 hours, followed by further stirring at 70° C. for 10 hours. Ethyl acetate was added to the reaction mixture, and the mixture was washed three times with water and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethyl acetate/ethanol =10:1) to give 3.33 g of the desired compound (56.8% yield, colorless crystals).

Fuente