ChemInform Abstract: N,N′‐Dialkyl‐N,N′‐dinitrosulfamides (III), (IX).

Sulfamides in the synthesis of heterocyclic compounds

“…88 Substitution at the nitrogen atoms is typical of cyclic sulfamides. It was demonstrated that heterocyclic sulfamides undergo alkylation, 20,24,41,69,73,93,106,107 acylation, 69 nitration, 94 hydroxymethylation, 20 silylation 40,41,102 and glycosylation. 40,41,102 Diazomethane, 106 dimethyl sulfate 107 and alkyl and aryl halides 20,24,41,69,73,93,107 are used as alkylating agents.…”

“…Procedures for alkylation with methyl iodide in acetone in the presence of K 2 CO 3 or with benzyl chlorides and bromides in the presence of sodium hydride are most generally used. 1,2,5-Thiadiazolidine 1,1-dioxides were acylated with acyl chloride or dimethylcarbamoyl chloride in an alkaline media, 69 nitrated with nitric acid 94 and hydroxymethylated with a methanolic solution of formaldehyde. 20 1,2,6-Thiadiazine 1,1-dioxides were silylated with hexamethyldisilazane.…”