Sulfamide
Sulfamide is a chemical compound with the molecular structure H2NSO2NH2. Sulfamide is produced by the reaction of sulfuryl chloride with ammonia.
Sulfamide was first prepared in 1838 by the French chemist Henri Victor Regnault.In organic chemistry, the term sulfamide may also refer to the functional group which consists of at least one organic group attached to a nitrogen atom of sulfamide.
Symmetric sulfamides can be prepared directly from amines, sulfur dioxide gas and an oxidant:
In this example, the reactants are aniline, triethylamine, and iodine. Sulfur dioxide is believed to be activated through a series of intermediates: Et3N-I+-I−, Et3N-I+-I3− and Et3N+-SO2−.
The sulfamide functional group is an increasingly common structural feature used in medicinal chemistry.
