Synthesis of N-substituted 1,2,5-thiadiazolidine and 1,2,6-thiadiazinane 1,1-dioxides from primary amines

Alkyl and aryl N-substituted 1,2,5-thiadiazolidine and 1,2,6-thiadiazinane 1,1-dioxides 6 were synthesized in good yields from the reaction of sulfuryl chloride with 2-chloroethylamine or 3-chloropropylamine hydrochlorides, respectively, followed by treatment with a primary amine and triethylamine, and ring closure with K2CO3 in DMSO. (C) 2003 Elsevier Science Ltd. All rights reserved.