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A green process for the preparation of 11-{4-[2-(2-hydroxyethoxy) ethyl]-1-piperazinyl}dibenzo[b,f][1,4]thiazepine

Mahale Ganesh D. (Department of Chemistry, University of Pune, Pune, India)
Kumar Ashok (IPCA Laboratories, Kandivali Industrial Estate Charkop, Kandivali West, Mumbai, India)
Singh Dharmendra (IPCA Laboratories, Kandivali Industrial Estate Charkop, Kandivali West, Mumbai, India)
Ramaswamy A.V. (Department of Chemistry, University of Pune, Pune, India)
Waghmode Suresh B. (Department of Chemistry, University of Pune, Pune, India)

A green process for the synthesis of 11-{4-[2-(2-hydroxyethoxy)ethyl]- 1-piperazinyl}dibenzo[b,f][1,4]thiazepine by the reaction of 11-(1-piperazinyl) dibenzo[b,f][1,4]thiazepine or its dihydrochloride salt with 2-(2-chloroethoxy) ethanol in the presence of an inorganic base and water is reported (conversion 99.9 % in a short time and without any impurities). The metal halides and phase transfer catalyst increase the rate of reaction, especially in water as the solvent.

Keywords: quetiapine, KI, tetrabutylammonium bromide (TBAB), 2-(2-chloroethoxy)ethanol, N, N-dimethylformamide, sodium carbonate