Reacción #5942

Ecuación de reacción

3,4,5-trimethoxyaniline

phosgene

→

3,4,5-trimethoxyphenylisocyanate

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed for 6 h
2. 2
   OtroThe solvent was removed under reduced pressure

Procedimiento

A mixture of 3,4,5-trimethoxyaniline (365 mg; 2.0 mmol) in toluene (20 ml) and phosgene (6 ml 20% in toluene; 12 mmol) was refluxed for 6 h. The solvent was removed under reduced pressure to give crude 3,4,5-trimethoxyphenylisocyanate. The crude product was added 3-[4-(4-chloro-phenyl)-1-piperazinyl]propanol (800 mg; 3.1 mmol) in toluene (25 ml) and refluxed for 16 h. The solvent was evaporated and the residue taken up in ethanol, which was treated with hydrogen chloride in ether. Recrystallization from ethanol/ether afforded 620 mg of the title compound M.p. 173.5°-174.5° C.

Fuente