Reacción #1467393

Ecuación de reacción

sodium bicarbonate

3-iodopropyl isocyanate

4-t-butylaniline

4-chlorobenzylpiperazine

→

title compound

Rendimiento 108.4%

1-{3-[4-(4-Chlorobenzyl)piperazin-1-yl]propyl}-3-(4-t-butylphenyl)urea dihydrochloride

Rendimiento 108.4%

Disolventes

ether

ether

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe resulting solution refluxed for 3 hours
2. 2
   workup.ADDITIONwas added
3. 3
   Temperaturathe resulting solution refluxed for 24 hours
4. 4
   Extracciónthe product was extracted with methylene chloride
5. 5
   Secadodried (sodium sulfate)
6. 6
   Otrothe salt precipitated with ethereal hydrochloric acid
7. 7
   OtroRecrystallization several times with ethanol

Procedimiento

A solution of 3-iodopropyl isocyanate (4.22 g; 20 mmole) in ether (25 ml) was added to a solution of 4-t-butylaniline (2.98 g; 20 mmole) in ether (25 ml), and the resulting solution refluxed for 3 hours. After removal of the solvent, 4-chlorobenzylpiperazine (4.18 g; 20 mmole) in ethanol (50 ml) was added and the resulting solution refluxed for 24 hours. Aqueous sodium bicarbonate was added to the mixture and the product was extracted with methylene chloride, dried (sodium sulfate), and the salt precipitated with ethereal hydrochloric acid. Recrystallization several times with ethanol provided the title compound (3.73 g; 33% yield) as colorless crystals, m.p. 240°-241° C.

Fuente