Synthesis and Heterocyclization of 5-Alkenylsulfanyl-1-methyltetrazoles

Iodine- and bromine-containing tetrazolo[5,1-b][1,3]thiazinium halides were synthesized for the first time by electrophilic heterocyclization of 5-prenylsulfanyl- and 5-(3-butenyl)sulfanyl-1-methyltetrazoles under the action of iodine or bromine in various solvents. The structure of the obtained compounds was studied and confirmed by 1H and 13C{1H} NMR spectroscopy methods. The structure of 7-iodomethyl-3-methyl-6,7-dihydro-5H-tetrazolo[5,1-b][1,3]thiazinium polyiodide and non-covalent interactions (short contacts) cation···anion were characterized by single crystal X-ray diffraction analysis.