Reacción #437812

Ecuación de reacción

ethyl chlorocarbonate

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

triethylamine

dichloromethane

→

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

Rendimiento 68.9%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe mixture was extracted with diethylether (60 ml)
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Concentraciónconcentrated under reduced pressure
4. 4
   OtroThe obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate)

Procedimiento

To a mixture of 2-(2-isopropylphenyl)imino-5,5-dimethyl-1,3-thiazine (0.26 g), triethylamine (0.15 g) and dichloromethane (5 ml) was added dropwise for 5 minutes ethyl chlorocarbonate (0.13 g). The mixture was stirred at room temperature for 2 hours. To the solution was added water (30 ml). The mixture was 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-(ethoxycarbonyl)-2-(2-isopropylphenyl)imino-5,5-dimethyl-1,3-thiazine (0.23 g, yield: 68%) as a white crystal. M.p. 84–86° C.

Fuente