Process and producing taurine analogues
AssigneeSugo Pharmaceutical Company Limited
InventorsTomoko Ohsumi, Manabu Katsumata, Tomoyasu Tashiro, Saburoh Uchikuga
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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.
Claims11
A process for producing amino/guanidinothiosulfonic acid represented by formula (C) ##STR7## wherein R.sub.1 represents H or --C(NH)NH.sub.2, and
- R.sub.2 represents H or --COOH,
- which comprises
- (1) reacting amino/guanidinosulfinic acid of formula (B) ##STR8## with sulphur in suspension in solvent in the presence of a base, under anhydrous conditions and at the boiling point of the solvent;
- (2) distilling away the solvent under reduced pressure to obtain a residue;
- (3) adding water to the residue obtained in step (2) to obtain an aqueous mixture;
- (4) removing excess sulfur from the aqueous mixture obtained in step (3) and obtaining a solution substantially free of sulfur;
- (5) passing the solution obtained in step (4) through a weakly acidic cation exchange resin column to obtain an eluate;
- and
- (6) recovering the compound represented by formula (C) from the eluate obtained in step (5).
A process for producing amino/guanidinothiosulfonic acid represented by formula (C) ##STR9## wherein R.sup.1 represents H or --C(NH)NH.sub.2, and
- R.sub.2 represents H or --COOH,
- which comprises bringing a styrenedivinylbenzene copolymer sulfonate of amino/guanidinoethyl disulfoxide represented by formula (A) ##STR10## wherein R.sub.p represents a styrenedivinylbenzene copolymer, and
- R.sub.1 and R.sub.2 are as defined above,
- into contact with an alkali, decomposing said salt, and
- selectively eluting amino/guanidinosulfinic acid of the formula (B) ##STR11## wherein R.sub.1 and R.sub.2 are as defined above, reacting said amino/guanidinosulfinic acid of the formula (B) with sulfur in suspension in an anhydrous solvent and in the presence of a base, removing unreacted sulfur and
- then bringing the resultant liquid into contact with a weakly acidic cation exchange resin.
Dependencies are inferred from the claim text.