Sulfamation

Sulfamation

In organic chemistry sulfamation is the installation of either of two related functional groups, sulfamic acid (R2NSO3H) and sulfamate (R2NSO3). Typical methods entail reaction of primary amines with sources of sulfur trioxide such as pyridine-sulfur trioxide:[1]

RNH2 + SO3 → RNHSO3H

Sulfamation can also be effected by treating the amine with the sulfate ester of catechol (C6H4O2SO2).


References

  1. DuBois, Grant E.; Stephenson, Rebecca A. (1980). "Sulfonylamine-Mediated Sulfamation of Amines. A Mild, High Yield Synthesis of Sulfamic Acid Salts". The Journal of Organic Chemistry. 45 (26): 5371–5373. doi:10.1021/jo01314a033.

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