ON TRIAZOLES .32. THE REACTION OF 5-AMINO-1H-1,2,4-TRIAZOLYLCARBOTHIOHYDRAZIDES WITH BETA-OXO-ESTERS AND GAMMA-OXO-ESTERS

5-Amino-1H-1,2,4-triazolylcarbothiohydrazides gave beta and gamma-oxo- esters in boiling ethanol [1,2,4]triazolo-[1,5-d][1 ,2,4,6]tetrazepine -5-thiones 3. Analogously ethyl 2-oxocyclohexanecarboxylate provided a mixture of two diastereomeric spiro derivatives 5 and 6. At 130 degre es, nyl-5-methyl-4,5-dihydro-1,3,4-oxadiazole-5-thione (8) was formed. Ring closure of 3e (R(1) = CH3, R(2) = CH(2)CH(2)COOEt, Q = morpholin o) lead to the isomeric ][1,2,4]triazolo[1,5-d][1,2,4,6]tetrazepin-8(1 1H)- one (12) and pyrrolo[1,2-f][1,2,4]triazolo- [1,5-d][1,2,4,6]tetra zepin-10(7H)-one (13) derivatives representing two new ring systems.