Reacción #437810

Ecuación de reacción

water

sodium hydride

2-(2-isopropylphenyl)imino-5,5-dimethyl-1,3-thiazine

Ethyliodide

→

3-ethyl-2-(2-isopropylphenyl)imino-5,5-dimethyl-1,3-thiazine

Rendimiento 72.4%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 2 hours
2. 2
   Extracciónextracted with diethylether (60 ml)
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate)

Procedimiento

To a solution of 2-(2-isopropylphenyl)imino-5,5-dimethyl-1,3-thiazine (0.26 g) in N,N-dimethylformamide (2 ml) was added under ice-cooling 60% sodium hydride (0.05 g). The mixture was stirred for 30 minutes. Ethyliodide (0.17 g) was added thereto. The mixture was stirred at room temperature for 2 hours. To a reaction mixture was added water (30 ml), extracted with diethylether (60 ml), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to give 3-ethyl-2-(2-isopropylphenyl)imino-5,5-dimethyl-1,3-thiazine (0.21 g, yield: 71%) as colorless oil.

Fuente