Sulfamide Explained
Sulfamide (IUPAC name: sulfuric diamide) is a compound with the chemical formula and structure . Sulfamide is produced by the reaction of sulfuryl chloride with ammonia. Sulfamide was first prepared in 1838 by the French chemist Henri Victor Regnault.[1]
Sulfamide functional group
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:[2]
In this example, the reactants are aniline, triethylamine (Et = ethyl group), and iodine. Sulfur dioxide is believed to be activated through a series of intermediates:, and .
The sulfamide functional group is an increasingly common structural feature used in medicinal chemistry.[3]
See also
Notes and References
- Regnault, Victor (1838) "Sur l'acide chlorosulfurique et la sulfamide" (On sulfuryl chloride and sulfamide), French: Annales de chimie et de physique, series 2, 69 : 170-184; see especially "French: Action de gaz ammoniac sec sur la liqueur chlorosulfurique" (Action of dry ammonia gas on liquid sulfuryl chloride), pages 176-180.
- Leontiev . A. V. . Dias . H. V. R. . Rudkevich . D. M. . Sulfamides and sulfamide polymers directly from sulfur dioxide . Chemical Communications . 2006 . 2006 . 27 . 2887–2889 . 10.1039/b605063h . 17007406 .
- Reitz, A. B. . Smith, G. R. . Parker, M. H. . The Role of Sulfamide Derivatives in Medicinal Chemistry: A Patent Review (2006 – 2008) . Expert Opinion on Therapeutic Patents . 2009 . 19 . 10 . 1449–1453 . 10.1517/13543770903185920 . 19650745 . 6561685 .
