Zur Reaktion der N-Sulfinylamine mit Isocyaniden und die Synthese von 2,5-Diaryl-3,4-diarylimino-1,2,5-thiadiazolidin-S-oxiden

The Reaction of N-Sulfinylamines with Isocyanides and Synthesis of 2,5-Diaryl-3,4-diarylimino-1,2,5-thiadiazolidin-S-oxides N-Sulfinylamines 1 react with isocyanides 2 to give isocyanates 3, isothiocyanates 6, and especially 2,5-diaryl-3,4-diarylimino-1,2,5-thiadiazolidin-S-oxides 7. This new heterocyclic ring system 7 can also be synthesized in high yields by a cyclization reaction of tetraarylated oxalic amidines 9 with thionyl chloride. The acid catalyzed hydrolysis of the heterocyclic compounds 7 leads to oxalic anilides 8, the hydrolysis with alkali forms amidines 9. The amidine 9a reacts with N-sulfinyl-p-toluenesulfonamide 11 to give an open chained adduct 12.