80828-09-7Relevant articles and documents
CHARACTERISTIC BEHAVIOR OF N-(PHENYLSULPHONYL)BENZOHYDRAZONOYL AZIDE. BASE-INDUCED DECOMPOSITION TO BENZONITRILE AND CYCLIZATION TO A TETRAZOLE
Ito, Suketaka,Tanaka, Yumo,Kakehi, Akikazu
, p. 59 - 60 (1982)
N-(Phenylsulphonyl)benzohydrazonoyl azide decomposed to give benzonitrile on treatment with triethylamine at room temperature, and cyclized to 5-phenyl-1-(phenylsulphonyl)aminotetrazole on heating in benzene, along with the formation of benzonitrile and other products.
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 (2007/10/02)
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.