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Sulfamation information


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).

  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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Sulfamation

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In organic chemistry sulfamation is the installation of either of two related functional groups, sulfamic acid (R2NSO3H) and sulfamate (R2NSO3−). Typical...

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Amine

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_{\text{amide}}+\underbrace {\ce {H2O}} _{\text{water}}}} Amines undergo sulfamation upon treatment with sulfur trioxide or sources thereof: R 2 NH + SO 3...

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Sulfamic acid

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(or oleum). The conversion is conducted in two stages, the first being sulfamation: OC(NH2)2 + SO3 → OC(NH2)(NHSO3H) OC(NH2)(NHSO3H) + H2SO4 → CO2 + 2 H3NSO3...

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Sulfur trioxide pyridine complex

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from alcohols: ROH + C5H5NSO3 → [C5H5NH]+[ROSO3]− It also is useful for sulfamations: R2NH + C5H5NSO3 → C5H5N + R2NSO3H The compound is used for sulfonylation...

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