Ring transformations of semicyclic 1,3-dicarbonyl heteroanalogs; IV. Synthesis of 3-(ω-aminoalkyl)-1,2,4-thiadiazoles by ring transformation reaction of semicyclic thioacylamidines with 3,3-pentamethyleneoxaziridine

Article abstract of DOI:10.1055/s-1990-27097

Semicyclic thioacylamidines 1 react with 3,3-pentamethylene-oxaziridine by ring transformation affording novel ω-aminoalkyl-1,2,4-thiadiazoles 5, which are conveniently isolated as hydrochlorides 6. These can be transformed to the corresponding free bases 5, which in one case are methylated at the amino group to give an ω-dimethylaminoalkyl-1,2,4-thiadiazole 7.