Reacción #65042

Ecuación de reacción

N-(2,6-diisopropylphenyl)-2-chloroacetamide

ethyl 2-mercaptoacetate

potassium carbonate

hydrochloric acid

→

N-(2,6-diisopropylphenyl)-2-(ethoxycarbonylmethylthio)acetamide

Rendimiento 90.4%

Disolventes

dimethyl sulfoxide

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   ExtracciónThe reaction mixture was extracted with 300 ml of ethyl acetate
3. 3
   Lavadothe extract was washed successively with a 1N hydrochloric acid aqueous solution
4. 4
   Secadoa sodium hydrogencarbonate aqueous solution, and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate
5. 5
   OtroThe solvent was evaporated under reduced pressure

Procedimiento

A mixture of 18.8 g of N-(2,6-diisopropylphenyl)-2-chloroacetamide, 8.9 g of ethyl 2-mercaptoacetate, 20.4 g of potassium carbonate, and 100 ml of dimethyl sulfoxide was stirred at room temperature for 1 hour, and a mixture of 25 ml of concentrated hydrochloric acid and 100 ml of water was added thereto. The reaction mixture was extracted with 300 ml of ethyl acetate, and the extract was washed successively with a 1N hydrochloric acid aqueous solution, a sodium hydrogencarbonate aqueous solution, and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to yield 22.6 g of N-(2,6-diisopropylphenyl)-2-(ethoxycarbonylmethylthio)acetamide as white needle crystals (m.p.=124.0°-125.0° C.).

Fuente