N-(phenylsulfonyl)- and N-methyl-N-(phenylsulfonyl)benzohydrazonoyl azides. Thermally induced cyclization to tetrazoles and decomposition to benzonitriles.

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概要

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• <I>N</I>-(Phenylsulfonyl)- and <I>N</I>-methyl-<I>N</I>-(phenylsulfonyl)benzohydrazonoyl azides, prepared from the corresponding hydrazonoyl chlorides and sodium azide, undergo the cyclization to 5-phenyl-1-(phenylsulfonylamino)-1<I>H</I>-tetrazoles together with the competitive decomposition to benzonitriles and the Curtius-type rearrangement leading to semicarbazides when heated in benzene under reflux. The tetrazole formation of hydrazonoyl azides may be characteristic of such hydrazonoyl azides as those carrying an <I>N</I>-sulfonyl substituent, the strong electron-withdrawing nature of which probably promotes the cyclization.

• 公益社団法人 日本化学会の論文

著者

• Kakehi Akikazu

  Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University

• Ito Suketaka

  Department of Applied Chemistry Faculty of Engineering Nagoya University

• Tanaka Yumo

  Department of Industrial Chemistry, Faculty of Engineering, Shinshu University

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