1-(4-Chlorobenzhydryl)piperazine

Chemical properties

White Solid

The Uses of 1-(4-Chlorobenzhydryl)piperazine

A metabolite of Cetirizine (C281100) and Hydroxyzine. Citirizine impurity A.

The Uses of 1-(4-Chlorobenzhydryl)piperazine

Cetrizine Dihydrochloride intermediate

What are the applications of Application

1-[(4-Chlorophenyl)phenylmethyl]piperazine is a metabolite of Cetirizine and Hydroxyzine

Preparation

Preparation of 1-[(4-chlorophenyl)phenylmethyl]piperazine. (CPMP)
About 0.5 mL of DMF, 0.1 g of KI and 10 g (0.12 mol) of piperazine were mixed with 15 mL of toluene and heated to 80oC for 0.5 h. This mixture at 80oC was mixed with 4-CBC in toluene and the temperature was maintained at 80oC for a period of 2 h followed by refluxing at the same temperature for 12h. The reaction mixture was then cooled to 20oC. The toluene layer was washed twice with 20 mL of water and treated with HCl (15 mL conc. HCl in 5mL of water) at 5-10oC. The reaction mixture was filtered and the aqueous layer was separated from the filtrate. About 10 mL of toluene and 10 mL of methylene dichloride (MDC) washes were given to the aqueous layer and neutralized with 22 mL of 30 % NaOH solution at 10oC and maintained at 20oC for 2h. The solid compound formed was filtered, sucked and dried at 50oC for 3 h.Yield: 92 %; m.p: 63-65oC.

Flammability and Explosibility

Not classified

Safety Profile

An experimental teratogen.Experimental reproductive effects. When heated todecomposition it emits very toxic fumes of NOx and Clí.