Styryl azides, substituted

Attempts to apply the azide-tetrazole isomerism to the synthesis of tetrazolo[l,5-a][l,3,5]triazines were published <88IZV491>. This equilibrium was found to be shifted generally to the ring opened azides (31), and the maximum amount of the tetrazole (32) of 15% was detected in DMSO-de at 20 °C in the case of = H, R = morpholino group. The same tetrazolo ring system was, however, found to be stable with 5-styryl and 7-thio substitution <87LA65> aminotetrazole (33) when reacted with cinnamoyl isothiocyanate alTorded the tetrazolotriazine-thione (34) most likely formed via cyclization of the intermediate thiourea. 

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