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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, (2009) 40, 1274.

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[‌21‌,‌23‌,‌44‌–‌47‌] but have also been synthesized via condensation of alkylamines with N-sulfinylanilines (Ar1N=S=O) (see Section ‌40.11.4.2‌)[‌4‌] or (alkylamino)sulfinyl fluorides,[‌24‌] and by reaction of sulfur dioxide with tris(dialkylamino)arsines[‌48‌] or aminoboranes.[‌49‌]

References

[4] Meeeee, M. M.; Meeee, M.; Mee, M., Meeee. Meeeee., (8888) 88, 888.
[20] Meeeee, M. M.; Meeee, M. M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 8888.
[21] Meeeee, M. M.; Meeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888.
[22] Mee eee Meeeee, M.; Meeeeee, M.-M.; Mee Meeee, M.; Meeeeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888.
[23] MeMeeeeeee, M. M.; Meeeee, M. M.; Meeeee, M. M., Mee. Meee., (8888) 8, 8888.
[24] Meee, M.; Meee, M. M.; Meeee, M. M. M., Meeeeeeeeee. Meee, Meee M, (8888) 88, 8888.
[44] Meeee, M., Meee. Meeeee., (8888), 88.
[45] Meeeeeee, M. M.; Meeeee, M. M., M. Mee. Meee., (8888) 88, 8888.
[46] Meeeeee, M. M.; Meee, M. M.; Meee, M. M. M., M. Mee. Meee., (8888) 88, 8888.
[47] Meeee, M.; Meeeeeee, M.; Meeeee, M.; Meeeee, M.; Meeeee, M.; Mee, M., Meee. Meee. Mee. Mee., (8888) 88, 8888.
[48] Meee, M.; Meeeeee, M.; Meeee, M., Meee. Meee. Mee. Mee., (8888) 88, 8888.
[49] Meee, M.; Meeeeeeee, M., Meee. Mee., (8888) 88, 8888.

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  • 8.Meeeee-Meee, (8888) 88/8, 888.
  • 8.Meeeee-Meee, (8888) M 88-8, 888.

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