Synthese neuer 1λ6- und 1λ4,2,4,6-Thiatriazine aus S,S-Diorganosulfodiimiden / Synthesis of Novel 1λ6- and 1λ4,2,4,6-Thiatriazines from S,S-Diorganosulfodiimides

From S,S-diorganosulfodiimides 1a-e with diphenylcyanimidocarbonate (2) via condensation products 3a-e and 6a-d novel heterocycles were obtained. In DMF 3a-c react with aliphatic amines to form 1λ4,2,4,6-thiatriazines 4a-e and 5a, b. With HCl 6a-d can be cyclized to give 1λ6,2,4,6-thiatriazine hydrochlorides 8a-d. These are thermally converted into 1λ4,2,4,6-thiatriazines 4a, f, g. Condensation of 6a with orthoesters and paraformaldehyde affords 1λ6,2,4,6- thiatriazines 9a, b and 10a, whereas 3a, e undergoes ring closure with methyl hydrazine to 1,2,4- triazoles 11a, e.