Triethylamine → 2-[4-[4-(6-Chloro-2-pyrazinyl)-1-piperazinyl]butyl]-1,2-benzisothiazol-3(2H)-one 1,1-dioxide, hydrochloride

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Reaction Steps

The title compound is prepared by dissolving 2.5 g (0.008 mol) of 2-(4-chlorobutyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide in 50 ml of dimethylformamide and to that solution 2.5 g (0.01 mol) of 1-(6-chloro-2-pyrazinyl)piperazine hydrochloride and 5 ml of triethylamine are added. Stirring is continued for 48 hours. The solvent is removed under reduced pressure and the residue is partitioned between water and methylene chloride. The methylene chloride extracts are combined, dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure to give crude base. Preparative HPLC (silica gel; ethylacetate:methylene chloride (9.1)) gives, following evaporation of the appropriate fractions (Rf 0.5), the title compound, which is converted to the hydrochloride salt; mp 246°-249° C.

Provenance & Evidence