Sulfomethylation

The sulfomethylation is a reaction of sulfonamides , phenols , amines or acid amides with formaldehyde and sodium bisulfite , which react with elimination of water to Sulfomethylalkalisalzen the starting compound. Formally, a hydrogen is replaced by an alkali sulfomethyl group (-CH ₂ SO ₃ M). Lignin or polymers are also suitable as reactants . The products are used as water-soluble dyes, ion exchangers or resin impregnations. Some products are suitable as detergent substances .

${\displaystyle {\ce {RSO2NH2 + CH2O + NaHSO3 -> RSO2NHCH2SO3Na + H2O}}}$

The reaction is related to the Mannich reaction .

Individual evidence

1. ↑ CM Suter, RK Bair, FG Bordwell: The sulfomethylation reaction. In: Journal of Organic Chemistry , 10.5, 1945, pp. 470-478.