Studies on Diphenyl Ether Derivatives. V. Synthesis of Dibenz[b, g][1, 5]thiazocines

Abstract

New tricyclic dibenz[b, g][1, 5]thiazocine derivatives (III) were synthesized by the route shown in Chart 1. In this condensation reaction, a 16-membered ring compound (IX) formed as a by-product, the formation ratio of which varied under reaction conditions. Heating of dibenzylamine (X) with sulfur afforded thiobenzoylbenzylamine(XII) and not 6, 7-dihydro-5H-dibenz[b, g][1, 5]thiazocine (XI). 6-(ω-Alkylaminoalkyl)-6, 7-dihydro-5H-dibenz[b, g][1, 5]thiazocine (XVIII) derivative was synthesized by the route shown in Chart 4.