Oxidation of thiols and disulfides to sulfonic acids

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260329R, 260503, 260505R, 260507R, 260513R, 260609R, C07

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active

039489221

ABSTRACT:
A process for formation of a sulfonic acid through oxidation of a thiol or disulfide. The process is carried out in the presence of a sulfoxide such as dimethyl sulfoxide, a halogen or hydrogen halide catalyst, and an excess quantity of water. The water acts as a moderator for the oxidation reaction to reduce the level of decomposition of the sulfoxide and, thereby, to improve the overall efficiency of the process.
An intermolecular compound of an amino acid containing a sulfonic acid group and a carboxylic acid group with a sulfoxide in which the amino acid is at least moderately soluble.
A method which comprises reacting an amino acid containing a sulfonic acid group and a carboxylic acid group with a sulfoxide in which the amino acid is at least moderately soluble.
A method for recovering an amino acid containing a sulfonic acid group and a carboxylic acid group from an admixture of the amino acid with other ingredients by adding thereto a sulfoxide in which the amino acid is moderately soluble, with the sulfoxide being added in a sufficient amount to solubilize the amino acid, separating an intermolecular compound of the amino acid with the sulfoxide, and then recovering the amino acid from its intermolecular compound.

REFERENCES:
patent: 3428671 (1969-02-01), Toland

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