Process for production of 2,3-dimercaptopropane-1-sulfonic acid

Details Process for production of 2,3-dimercaptopropane-1-sulfonic acid Process for production of 2,3-dimercaptopropane-1-sulfonic acid

1980-08-15

1983-05-03

Siegel, Alan

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C14322

Patent

active

043820409

ABSTRACT:
A process for producing 2,3-dimercaptopropane-1-sulfonic acid or its salts useful as an antidote to toxic metal salt poisoning comprising reacting an allyl bromide with sodium sulfite in aqueous medium at a temperature from 50 to 100 degrees C. to produce sodium-2-propene-1-sulfonate, brominating the 2-propene-1-sulfonate, eliminating excess bromine by adding sodium sulfite, adjusting the Ph to 4.5 with sodium hydroxide, reacting the brominated compound with sodium hydrogen sulfide in an alkaline medium to produce sodium-2,3-dimercaptopropane-1-sulfonate, precipitating the raw product as a lead salt or mercury, cadmium, tin, copper, nickel, cobalt or zinc complex, suspending the precipitated product in methanol and reacting it with gaseous hydrogen sulfide, adjusting the Ph of the solution with a solid bicarbonate selected from the group consisting of sodium bicarbonate, ammonium bicarbonate and potassium bicarbonate to a Ph of 4.5, filtering out precipitated metal sulfides, isolating the raw product by evaporating the filtrate to dryness, and recrystallizing the raw product in a 90% solution of ethanol or isopropanol.

REFERENCES:
Gilbert, "Sulfonation and Related Reactions", (1965), pp. 136-145.
Wagner, "Synthetic Organic Chem.", (1965), pp. 106, 778.
Chem. Abst., vol. 51, Nos. 5692i-5693q.
Johary et al, J. Chem. Soc., pp. 1307-1311, London, (1955).

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