A method of preparing COMPOSITE CHARACTERS, Aromatics SOLUBLE possessed of a therapeutic value

摘要

Sulphonamides of therapeutic value are prepared by treating p-aminobenzene-sulphonamide with aliphatic unsaturated aldehydes, aromatic aldehydes, or aryl-aliphatic aldehydes which are saturated or unsaturated in the aliphatic side chain, in the presence of an alkali metal bisulphite. When the aldehydes are saturated, the three reactants are employed in equimolecular proportions, but when the aldehydes are unsaturated an additional molecular proportion of bisulphite is necessary for each double bond. The products, which contain sulphonic acid groups in the aldehyde residue attached to the nuclear amino group, are water-soluble. The process may be varied by reacting the sulphonamide with bisulphite compounds of the aldehydes, or by treating with bisulphite the condensation products of the sulphonamide and aldehyde. Examples are given of the preparation of (1) sodium p-benzylaminobenzene-sulphonamide-o -sulphonate from benzaldehyde, p-aminobenzene-sulphonamide and sodium bisulphite, or from benzaldehyde-sodium bisulphite and p-aminobenzene-sulphonamide, or benzylidene-amino-benzene-sulphonamide (prepared by condensing benzaldehyde with the sulphonamide) and sodium bisulphite, in each case using equimolecular proportions; (2) sodium p-(b -phenylethylamino) - benzene - sulphonamide - a - sulphonate from phenylacetaldehyde, p-aminobenzene-sulphonamide and sodium bisulphite in equimolecular proportions; (3) sodium p-(g -phenylpropylamino) - benzene - sulphonamide - a : g -disulphonate from sodium bisulphite, cinnamic aldehyde and p-aminobenzene-sulphonamide in the molecular proportions of 2 : 1 : 1; the Schiff's base prepared from the aldehyde and sulphonamide or the bisulphite compound of the aldehyde may also be used, and in place of cinnamic aldehyde, acrylic or crotonic aldehyde may be employed. Specifications 462,765 and 470,462 are referred to. The Provisional Specification also describes the use of nuclear-substituted derivatives of the sulphonamide.