The chemistry of pyrrolic compounds. VIII. Dipyrrylthiones

Abstract

A number of symmetrical dipyrrylthiones have been prepared by the action of thiophosgene on the appropriate 5-unsubstituted pyrrole. From an examination of their spectroscopic properties it is concluded that these compounds exist predominantly as the thione tautomer. Some chemical properties of the system are described including the conversion of the thiones into ketones by treatment with alkaline peroxide. The mass spectra of dipyrrylthiones and dipyrrylketones are compared.