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40.11.3 Product Subclass 3: N,N′-Sulfinyldiamines (N,N′-Dialkylsulfurous Diamides)

DOI: 10.1055/sos-SD-040-00963

Chemler, S. R.Science of Synthesis, (2009401274.

N,N-Sulfinyldiamines [R12NS(O)NR22] have demonstrated some bacteriostatic[‌20‌,‌21‌] and anticancer activity[‌22‌] and have been examined in the context of HIV therapy.[‌23‌] They are most commonly synthesized by the condensation of the respective alkylamines with thionyl chloride[‌21‌,‌23‌,‌44‌‌47‌] but have also been synthesized via condensation of alkylamines with N-sulfinylanilines (Ar1N=S=O) (see Section[‌4‌] or (alkylamino)sulfinyl fluorides,[‌24‌] and by reaction of sulfur dioxide with tris(dialkylamino)arsines[‌48‌] or aminoboranes.[‌49‌]