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ChemicalBook CAS DataBase List Saccharin sodium
128-44-9

Saccharin sodium synthesis

1synthesis methods
Saccharin is produced by the oxidation of o-toluene sulfonamide by potassium permanganate in a solution of sodium hydroxide. Acidification of the solution precipitates saccharin, which is then dissolved in water at 50℃ and neutralized by addition of sodium hydroxide. Rapid cooling of the solution initiates crystallization of saccharin sodium from the liquors.
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Yield:128-44-9 98%

Reaction Conditions:

with sodium methylate in methanol at 20 - 22; for 6 h;

Steps:

4.15. General procedure for the synthesis of the sodium salt of saccharins(29 and 30)
General procedure: To a 0.2 M solution of saccharin (1 equiv) in dry MeOH, NaOMe(1.01 equiv) was added and the mixture was stirred for 6 h at roomtemperature. The solvent was removed and the residue was dried invacuo.

References:

Seifert, Tina;Malo, Marcus;Kokkola, Tarja;Stéen, E. Johanna L.;Meinander, Kristian;Wallén, Erik A.A.;Jarho, Elina M.;Luthman, Kristina [Bioorganic and Medicinal Chemistry,2020,vol. 28,# 2,art. no. 115231] Location in patent:supporting information

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