Oxidation von 3,3-dimethyl-1-phenyl-1,2,4-triazolidin-5-thion

摘要

3.3-Dimethyl-1-phenyl-1.2.4-triazolidine-5-thione (3) is oxidized with HgO or KMnO4to 2-phenylazo-2-propyl-isothiocyanate (5) which is converted to O-alkyl-N-(2-phenylazo-2-propyl)-thiocarbamates (6) and 3-substituted 1-(2-phenylazo-2-propyl)-thioureas (7). The1H-NMR spectra of the thiono urethanes (6) reveal that at room temperature these compounds exist as a mixture of isomers s-cis-6and s-trans-6due to an increased rotational barrier about the thiocarbamide bond (C−N) resulting from its partial double bond characte