Investigation into the regioisomeric composition of some fused tetrazoles

Treatment of 7-chloro-1-phenylpyrimido[4,5-e][1,3,4]thiadiazines with hydrazine in boiling ethanol gave corresponding7-hydrazinyl derivatives. Diazotization of the latter compounds acheived a mixture of 5H-tetrazolo[1',5':1,2]pyrimido[4,5-e][1,3,4]thiadiazine and 9H-tetrazolo[5',1':2,3]pyrimido[4,5-e][1,3,4]thiadiazines. Ratio of these two group of products determined by 1HNMR studies and no significant preference was observed for their formation. Efforts for separation of the products were unsuccessful and its reason is discussed.