Thionyl Chloride → 1-(3-Acetylaminobenzoyl)-4-[2-(4-chlorophenyl)ethyl]piperazine

Participants

Reaction Steps

Starting materials: (a) 3-acetylaminobenzoic acid is converted by means of thionyl chloride into the acid chloride [m.p. 101°-102°], and the latter is then condensed with 1-[2-(4-chlorophenyl)ethyl]piperazine, yielding 1-(3-acetylaminobenzoyl)-4-[2-(4-chlorophenyl)ethyl]piperazine in the form of a foam. The latter is reacted with (BOC)2O to form 1-{3-[(N-acetyl-N-tert-butyloxycarbonyl)amino]benzoyl}-4-[2-(4-chlorophenyl)ethyl]piperazine having a melting point of 113°-114°. The subsequent cleavage with dimethylaminoethylamine results in a foam, which corresponds to 1-[3-(N-tert-butyloxycarbonylamino)benzoyl]-4-[2-(4-chlorophenyl)ethyl]piperazine.

Provenance & Evidence