Reacción #65043

Ecuación de reacción

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

N-phenylpiperazine

toluene

→

title compound

Rendimiento 70.7%

N-(2,6-Diisopropylphenyl)-2-[2-(4-phenylpiperazinyl)ethylsulfonyl]acetamide

Rendimiento 70.7%

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder reflux for 4 hours
2. 2
   Lavadothe mixture was washed successively with a sodium hydrogencarbonate aqueous solution
3. 3
   Secadoa saturated sodium chloride aqueous solution, and dried over magnesium sulfate
4. 4
   OtroThe solvent was evaporated under reduced pressure
5. 5
   workup.ADDITIONa mixture of ethyl acetate and hexane at a ratio
6. 6
   OtroThe solvent was evaporated
7. 7
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
8. 8
   Otrocrystallized from a 4N hydrochloric acid solution in ethyl acetate

Procedimiento

A mixture of 3.46 g of N-(2,6-diisopropylphenyl)-2(2-chloroethylsulfonyl)acetamide synthesized in (1) above, 1.62 g of N-phenylpiperazine, and 50 ml of toluene was heated under reflux for 4 hours. To the reaction mixture was added 100 ml of ethyl acetate, and the mixture was washed successively with a sodium hydrogencarbonate aqueous solution and a saturated sodium chloride aqueous solution, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to column chromatography using a mixture of ethyl acetate and hexane at a ratio varying from 1:1 to 1:0 as a developing solvent. The solvent was evaporated, and the residue was dissolved in ethyl acetate and crystallized from a 4N hydrochloric acid solution in ethyl acetate to obtain 3.33 g of the title compound as white powder (m.p.=197.0°-200.0° C.).

Fuente