.beta.-Aminoethanesulphonylazide their use for the preparation of 2-aminoethane-sulphonamide (taurylamide), taurolidine or taurultam and their acid addition salts
OwnerClaus Herdeis, Christian Edwin Weisinventors
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Abstract
A novel process for the preparation of taurylamide or its acid addition salts and the compounds taurolidine or taurultam obtainable therefrom, in which cysteamine or cystamine, in particular in the form of acid addition salts, is used as a starting material and in which the key intermediate is the compound .beta.-aminoethanesulphonylazide, in particular in the form of a water-soluble acid addition salt.
Claims16
A compound selected from the group consisting of .beta.-aminoethanesulphonylazide and its salts with acids.
Process for the preparation of a .beta.-aminoethanesulphonylazide salt, wherein
- (i) 2-aminoethanethiol or bis(2-aminoethyl) disulphide in the form of one of their salts with an acid is converted, by oxidative halogenation, into a 2-aminoethanesulphonyl halide salt
- (ii) and the .beta.-aminoethanesulphonyl halide salt obtained is converted into salt of 2-aminoethanesulphonylazide by reaction with a nucleophilic azide.
A process for preparing a compound selected from the group consisting of 2-aminoethanesulphonamide hydrochloride taurolidine and taurultam wherein
- (i) 2-aminoethanethiol or bis(2-aminoethyl) disulphide in the form of one of their salts with an acid is converted, by oxidative halogenation, into a 2-aminoethanesulphonyl halide salt;
- (ii) the 2-aminoethanesulphonyl halide salt obtained is converted into a salt of 2-aminoethanesulphonylazide by reaction with a nucleophilic azide;
- and
- (iii) said 2-aminoethanesulphonylazide salt is converted to said compound selected from the group consisting of 2-aminoethanesulphonamide hydrochloride taurolidine and taurultam.
A method for preparing a compound selected from the group consisting of taurolidine and taurultam which comprises converting 2-aminoethanethiol or bis(2-aminoethyl) disulphide into said compound.
The method which comprises preparing 2-aminoethanesulphonamide hydrochloride by catalytic hydrogenation of .beta.-aminoethanesulphonylazide hydrochloride.
Dependencies are inferred from the claim text.