The Unexpected Formation of a 2, 2′-Di (N-ethyl-acetamino) substituted Diphenyl Disulfane on Oxidation of 3-Ethyl-2-methylbenzothiazolium Tetrafluoroborate

C Reichardt, HP Erfurt, K Harms

Index: Reichardt, Christian; Erfurt, Hans-Peter; Harms, Klaus Phosphorus, Sulfur and Silicon and the Related Elements, 2003 , vol. 178, # 5 p. 1081 - 1092

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Abstract

Attempts at the oxidation of 3-ethyl-2-methylbenzothiazolium salt 2 with a variety of oxidizing reagents did not lead to the desired isochiral S-oxide 3 or achiral S, S-dioxide 4, in some cases, however, unexpectedly to the ring-opened dimeric 2, 2'-di (N-ethyl-acetamino) substituted diphenyl disulfane 5, the molecular structure of which was confirmed by x-ray analysis. The synthesis of 2-methylbenzothiazole-S, S-dioxide 14, reported by Zincke et al ...