856185-55-2Relevant academic research and scientific papers
Novel ring systems: Spiro[cycloalkane] derivatives of triazolo-and tetrazolo-pyridazines
B?lcskei, Hedvig,Dékány, Miklós,Für, Csilla Sepsey,Hazai, László,Keglevich, Gy?rgy,Riszter, Gerg?,Szigetvári, áron
, (2021)
In orderto synthesize new pyridazine derivatives anellated with different nitrogen hetero-cyclic moieties, spiro[cycloalkane]pyridazinones were transformed into the corresponding thioxo derivatives via a reaction with phosphorus pentasulfide. The reaction of the formed 2,3-diazaspiro[5.5] undec-3-ene-1-thiones with hydrazine provided the corresponding 1-hydrazono-2,3-diazaspiro[5.5] undec-3-ene, whose diazotization led to the desired spiro[cyclohexane-1,8′-tetrazolo[1,5-b]pyridazines. The reaction of dihydropyridazinethiones with benzhydrazide afforded the corresponding 7H-spiro[[1,2,4]triazolo[4,3-b]pyridazin-8,1′-cyclohexanes]. As a result of our work, seven new pyri-dazinethione intermediates were prepared, which served as starting materials for the synthesis of two kinds of new ring systems: tetrazolo-pyridazines and triazolo-pyridazines. The six new annulated derivatives were characterized by physicochemical parameters. The new N-heterocycles are valuable members of the large family of pyridazines.
