in Wiley Online Library (wileyonlinelibrary.com).Reaction of pyrazole and 1,1,2,2-tetrabromoethane in a superbasic medium dimethylsulfoxide-potassium hydroxide was investigated, and a number of pyrazolyl-and bromo-substituted ethenes, which are the products of concurrent substitution and elimination reactions, were identified. Carrying out the reaction using different reagent mole ratios allowed to selectively isolate Z-1,2-bis(pyrazol-1-yl)ethene, 1,1,2-tris(pyrazol-1-yl)ethane, and 1,1,2,2-tetrakis(pyrazol-1-yl)ethane. Crystal structure of {Z-1,2-bis (pyrazol-1-yl)ethene}dichlorozinc was established using X-ray diffraction method.
SummaryPyrazole and benzotriazole-containing thioethers, namely 1,5-bis(3,5-dimethylpyrazol-1-yl)-3-thiapentane, 1,8-bis(3,5-dimethylpyrazol-1-yl)-3,6-dithiaoctane and 1,3-bis(1,2,3-benzotriazol-1-yl)-2-thiapropane were prepared and fully characterized. Oxidation of the pyrazole-containing thioether by hydrogen peroxide proceeds selectively to provide a sulfoxide or sulfone, depending on the amount of oxidant used. Oxidation of the benzotriazole derivative by hydrogen peroxide is not selective, and sulfoxide and sulfone form concurrently. Selenium dioxide-catalyzed oxidation of benzotriazole thioether by H2O2, however, proceeds selectively and yields sulfoxide only.
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