Process for the preparation of 6-methyl-3,4-dihydro-1,2,3-oxathi

Details Process for the preparation of 6-methyl-3,4-dihydro-1,2,3-oxathi Process for the preparation of 6-methyl-3,4-dihydro-1,2,3-oxathi

1986-08-29

1989-02-14

Ford, John M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D29106

Patent

active

048047554

ABSTRACT:
The non-toxic salts of 6-methyl-3,4-dihydro-1,2,3-oxothiazin-4-one 2,2-dioxide are prepared by cyclizing acetoacetamide-N-sulfonic acid or its salts with an at least approximately equimolar amount of SO3 in the presence of a water-immiscible, inert organic solvent and, if appropriate, also an inert inorganic solvent, hydrolyzing the 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide obtained in the form of the SO3-adduct after the cyclization reaction, in the event that the amount of SO3 employed is more than equimolar, purifying the organic phase (which has separated out) by extraction with a small volume of water or dilute aqueous sulfuric acid, preferably only with water, and isolating, by neutralization with bases, the non-toxic salts of the 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide from the organic phase thus purified.
The said salts are obtained in this process in an extremely pure form; they are valuable synthetic sweetening agents. The potassium salt is known as acesulfam (K).

REFERENCES:
patent: 4638063 (1987-01-01), Clauss et al.
Clauss et al., Angewandte Chemie, Intl. Ed., 12, 869-876 (1973) ("Oxathiazinone Dioxides . . . ").
Petersen, Ber., 83, 551-558 (1950) ("Concerning New Reactions of Sulfamides").

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