Patent GB-716647-A (GB)
Title: Organic thiol derivatives of metal-containing compounds
IPC: C07F3/10
Filed: 1952-04-08
Abstract: The invention comprises dimercaptosuccinic acid compounds of the general formula <FORM:0716647/IV (b)/1> where-COOX and COOX1 are carboxyl groups or carboxyl groups substituted by an inorganic atom or group, or by the radical of an organic base, or by an alkyl or aryl radical or may be replaced by amide radicals and Me may be mercury or a radical of antimony, bismuth or gold of the formula =Au - Y, =Bi - Y or = Sb - Y wherein Y is -OH or an inorganic acid radical, or a radical of an organic acid or a mercaptan radical -SR in which R is an inorganic atom or group or the radical of an aliphatic or aromatic compound, or Y is an aliphatic or aromatic organic radical bond by a C-atom to the metal atom.  A preferred class of products comprises compounds of the general formula <FORM:0716647/IV (b)/2> where Me1 stands for a radical of Au, Bi or Sb, The invention also comprises the preparation of the compounds by reacting a compound of one of the metals Au, Bi, Sb or Hg, with a 1 : 2-dimercaptosuccinic acid compound in the presence of an organic or aqueous liquid, preferably in the proportion of at least one molecule of dimercaptosuccinic acid for aach valency of the metal.  When the metal has 3 valencies, the metal compound may be reacted with 1 mol. of dimercaptosuccinic acid and with an additional amount of another organic mon-, di- or polymercapto compound.  In examples (1) Sb(OH)3 is reacted with 1.5 mols. of dimercaptosuccinic acid to give the corresponding derivative of the general formula II above; (2) tartar emetic is reacted with 1-6 mol. of dimercaptosuccinic acid to give the corresponding antimony compound of the formula II; (3) Sb(OH)3 is reacted with ammonium thioglycollate and dimercaptosuccinic acid to give the corresponding derivative of the formula I above, wherein Y is a radical -S.CH2.COONH4; (4) bismuth ammonium citrate is reacted with 1.5 mols. of dimercaptosuccinic acid to give a salt of the formula II; (5) Bi(OH)3 is reacted with 1.5 mols. of dimercaptosuccinic acid to give the product of (4); (6) mercuric chloride is reacted with one mol. of dimercaptosuccinic acid to give a mercury derivative of the formula I; (7) Sb(OH)3 is reacted with 1 mol. of dimercaptosuccinic acid to give the corresponding product of the formula I wherein Y is -OH, and this is reacted with thioglycollic acid to give the corresponding derivative wherein Y is -S.CH2. COONa; (8) sodium p-melaminyl-phenylstibonate is reacted with dimercaptosuccinic acid to give a product of the formula I where Y is a p-melaminylphenyl radical; (9) antimony acetate is reacted with dimercaptosuccinic acid to give a product of the formula I in which Y is -OOC.CH3; (10) AuCl3.HCl is reacted with 1.5 mols. of dimercaptosuccinic acid; (11) Au(NH2)2Cl is reacted with dimercaptosuccinic acid; and (12) Sb(OH)3 is reacted with 1.5 mols. of the monomethyl ester of dimercaptosuccinic acid.  Many other compounds and substituents within the general formul  I and II are specified.  Dimercaptosuccinic acid is prepared by treating a salt of acetylene dicarboxylic acid with 2 mols. of thioacetic acid to form dithioacetyl esters which are hydrolysed to the corresponding dithiols.