Sodium Hydroxide → 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-[2-[4-[2-(1-methylethyl)aminoethoxy]phenoxy]ethyl]piperazine trihydrochloride

Participants

Reaction Steps

Using the conditions essentially described in method A above, 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-(2-chloroethyl)piperazine (10.6 g) was reacted with 4-[2-(1-methylethyl)aminoethoxy]phenol (4.88) in dimethylsulfoxide (125 ml) containing sodium hydroxide (1.0 g) in water (7 ml). The crude free base was extracted using ethyl acetate and the dried extract was treated with excess hydrogen chloride in ethyl acetate to furnish the crude trihydrochloride salt. Crystallization of the crude from methanol-isopropanol afforded 2.5 g of 1-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-4-[2-[4-[2-(1-methylethyl)aminoethoxy]phenoxy]ethyl]piperazine trihydrochloride, mp 223°-235°.

Provenance & Evidence