Reacción #3336

Ecuación de reacción

methyl iodide

ethyl acetate

2-(2-dimethylaminobenzylthio)-5,5-dimethylimidazolin-4-one

sodium hydride

→

desired compound

1-N-methyl-2-(2-dimethylaminobenzylthio)-4,4-dimethyl-2-imidazolin-5-one

Disolventes

water

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITthe stirring was continued for one hour
2. 2
   OtroThe AcOEt layer was separated
3. 3
   LavadoThe separated AcOEt layer was washed three times with 50 mL of brine
4. 4
   Secadodried over magnesium sulfate (MgSO4)
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   OtroThe residue was purified by column chromatography (

Procedimiento

To a solution of 0.5 g of 2-(2-dimethylaminobenzylthio)-5,5-dimethylimidazolin-4-one in 20 mL of N,N-dimethylformamide, there was added 60% sodium hydride in 0.09 g of mineral oil at -10° C. After the mixture was stirred for 15 minutes, 1 mL of methyl iodide was added to the mixture, and the stirring was continued for one hour. To the reaction mixture, there were added 100 mL of ethyl acetate (AcOEt) and 100 mL of water. The AcOEt layer was separated. The separated AcOEt layer was washed three times with 50 mL of brine, dried over magnesium sulfate (MgSO4), and concentrated in vacuo. The residue was purified by column chromatography (using CHCl3 as a developing solvent), to give the desired compound in the form of a syrup. The yield of this compound was 0.41 g with a yield ratio of 78.1%.

Fuente