Process and producing taurine analogues

Organic compounds -- part of the class 532-570 series – Organic compounds – Thiosulfonic acids or salts thereof

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562126, C07F 1100

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active

058565639

ABSTRACT:
The present invention relates to a process for producing amino/guanidinothiosulfonic acid, which comprises treating a styrenedivinylbenzene copolymer sulfonate of amino/guanidinoethyl disulfoxide into contact with an alkali, selectively eluting amino/guanidinosulfinic acid, then reacting this product in a non-aqueous solvent in the presence of a base, and passing the reaction product through a weakly acidic cation exchange resin column; in accordance with the present invention, hypotaurine, thiotaurine and the like having a high purity can industrially be produced.

REFERENCES:
patent: 2212783 (1940-08-01), Lavine
Cavallini, et al, "Hypotaurine and Thiotaurine"; Biochemical Preparations, 10:72-75 (1963).
Desveges, et al, "Hypotaurocyamine (2-guanidinoethanesulfinic acid)"; C. R. Acad. Sci., Paris, Ser. C, 267(26):1868-1770 (1968); (Chemical Abstracts, vol. 70, No. 9, May 12, 1969, Columbus, OH, Abstract No. 88237).
Fellman, J.H., "The synthesis of taurine-2,2-t2 and hypotaurine-2,2-t2"; J. Labelled Compd. Radiopharm., 18:(5):765-768 (1981) (CA95:149880).
Fujii, et al, "Probiotics: Antistaphylococcal and antifibrinolytic activities of .omega.-amino-and .omega.-guanidinoalkanesulfonic acids"; J. Med. Chem., 18(5):502-505 (1975) (CA83:53205).
Pustoshkin, et al, "Hypotaurine"; USSR from Otkrytiya, Izobret., Prom. Obraztsy, Tovarnye Znaki, 49(27):79 (1972) (CA78:15513-SU350787).
G. Desvages et al., "Synthese de L'Hypotaurocyamine ou Acide Guanidino-2-Ethane Sulfinique", C. R. Acad. Sc. Paris, Ser. C., vol. 267, No. 26, pp. 1868-1870, Dec. 23, 1968.
Japan Abstract 62 081 365, Chemical Abstracts, vol. 107, No. 13, Sep. 28, 1987.
Abstract No. 5695f, Chemical Abstracts, vol. 55, No. 6, Mar. 20, 1961.

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