90959-53-8Relevant articles and documents
N-(Phenylsulfonyl)- and N-Methyl-N-(phenylsulfonyl)benzohydrazonyl Azides. Thermally Induced Cyclization to Tetrazoles and Decomposition to Benzonitriles
Ito, Suketaka,Tanaka, Yumo,Kakehi, Akikazu
, p. 539 - 543 (1984)
N-(phenylsulfonyl)- and N-methyl-N-(phenylsulfonyl)benzohydrazonoyl azides, prepared from the corresponding hydrazonoyl chlorides and sodium azide, undergo the cyclization to 5-phenyl-1-(1-phenylsulfonylamino)-1H-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 od such hydrazonoyl azides as those carrying an N-sulfonyl substituent, the strong electron-withdrawing nature of which probably promotes the cyclization.