Sulfamation Explained

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

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