3-Oxo- and 3-Imino-4-substituted-1,2,5-thiadiazolidine 1,1-Dioxides: Synthesis, Spectral Properties, and Selected Chemistry

Article abstract of DOI:10.1021/jo00274a023

A general synthesis for the preparation of 3-oxo- and 3-imino-4-substituted-1,2,5-thiadiazolidine 1,1-dioxides has been developed beginning with an aldehyde, metal cyanide, and sulfamide.The selected chemistry and spectral properties of these compounds are detailed, as well as an X-ray crystallographic structure of a representative member of each class of heterocyclic compound. 3-Imino-4-phenyl-1,2,5-thiadiazolidine 1,1-dioxide crystallizes in space group P2₁2₁2₁, with a=5.156 (1) Angstroem, b=7.418 (2) Angstroem, c=24.407 (5) Angstroem, and Z=4.4-(1'-Naphthyl)-3-oxo-1,2,5-thiadiazolidine 1,1-dioxide crystallizes in space group P2₁/c, with a=19.018 (7) Angstroem, b=5.335 (1) Angstroem, c=11.544 (3) Angstroem, β=103.63 (2) deg, and Z=4.