Sultam Thioureas Synthesized via an Alternative Ring-Forming Reaction |
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Authors: | Victoria Li Diane N Le Edward J Valente |
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Institution: | Department of Chemistry, University of Portland, Portland, Oregon, USA |
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Abstract: | A method for the synthesis of sultam thioureas via a different 1,4,2-dithiazolidine 1,1-dioxide ring-forming reaction is presented here. The syntheses of nine sultam thioureas were achieved in 53–81% yield by reacting N-substituted chloromethanesulfonamides with thiocarbamoyl isothiocyanates, which were formed in situ from the reaction of 5-(disubstituted amino)-3H-1,2,4-dithiazole-3-thiones with triphenylphosphine. Importantly, this method successfully allowed the substituent of the ring nitrogen atom to be varied. Additionally, the structures of four sultam thioureas were confirmed by x-ray diffraction. |
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Keywords: | Antiviral agents chloromethanesulfonamides heterocycles medicinal chemistry sultam thioureas |
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