3,3'-Carbonylbis: A Novel, Reactive, and Versatile Condensing Agent for Amide, Ester, Thiol Ester, Urea, Carbonate, Polyamide, and Polyurea Syntheses

Article abstract of DOI:10.1246/bcsj.62.539

A novel condensing agent, 3,3'-carbonylbis<5-phenyl-1,3,4-oxadiazole-2(3H)-thione> (3), was readily prepared by the reaction of 5-phenyl-1,3,4-oxadiazole-2(3H)-thione with trichloromethyl chloroformate in benzene.The reagent 3 was found to be very useful for the one-pot or direct preparation of amid, ester, thiol ester, uea, and carbonate under mild conditions.The one-pot or direct polycondensation of several dicarboxylic acids with aromatic diamines and of aromatic diamines using 3 proceeded smoonthly at ambient temperature to produce high-molecular-weight polyamides and polyureas, respectively.