GB635367A - Improvements in or relating to organic antimony compounds and process of preparing same - Google Patents

Abstract

Compounds of the general formula <FORM:0635367/IV (b)/1> wherein M represents a cation, R represents an aliphatic residue which may be further substituted by hydroxyl and/or carboxyl groups, Y represents Sb or Sb=O, and Ar is an aromatic radical, are prepared by reacting a salt of an aliphatic polyhydroxy carboxylic acid and an aryl antimony polyhalide in the presence of a weak base. By aryl antimony polyhalides is meant aryl stibinic dihalides and aryl stibonic tetrahalides having the respective formul ArSbX2 and ArSbX4, where Ar has the above significance and X represents halogen. The definition of aryl antimony polyhalides also includes the compounds in double salt combination with amine halides, e.g. the pyridinium, quinolinium and ammonium halide double salts having the respective formul ArSbX2, C5H5N.HX, ArSbX4.C5H5N.HX, ArSbX2. C9H7N.HX, ArSbX4.C9H7N.HX, ArSbX2. NH4X and ArSbX4.NH4X, where Ar and X have the above significance and C5H5N and C9H7N represent pyridine and quinoline respectively. The group Ar may be carbocyclic or heterocyclic, e.g. the phenyl, naphthyl, pyridyl, quinolyl and isoquinolyl groups. These radicals may be further substituted with groups such as halo,amino, substituted amino, hydroxyl, alkoxyl, alkyl, aryl, aralkyl, sulphamyl, substituted sulphamyl, arsono, carboxyl, carbalkoxyl, carbamyl, nitro arylazo and acyl groups. These substituents may form with other atoms an additional heterocyclic ring, e.g. a benzimidazole group. Suitable aliphatic polyhydroxy acids are the aldonic acids such as gluconic, arabonic, ribonic and glucoheptonic acids, the saccharic acids such as saccharic and mucic acids, ascorbic acid and its stereisomers, tartaric acid and glyceric acid. In examples, the following compounds are prepared: sodium benzenestibonylgluconate and sodium 4-acetamido-, sodium 4-acetamido-3-chloro-, sodium 4-carbamyl-, sodium 4-sulphamyl-, sodium 4-(N-2-pyrimidylsulphamyl)-, sodium-4-chloro-, sodium 4-methoxy-, sodium 4-nitro-, and sodium - (N - 2 - metathiazolylsulphamyl) - benzenestibonylgluconate, the beta-diethylaminoethanol salt of 4-sulphamylbenzenestibinylgluconic acid, sodium 4-(N-sodio-sulphamyl)-benzenestibinylgluconate, sodium 4 - (N - 2 - metathiazolylsulphamyl)-benzenestibonylglucoheptonate and sodium 4-(N-2-metathiazolylsulphamyl)-benzenestibonyltartrate. Disodium p-sulphamylbenzenestibinyltartrate and sodium 4 - (N - metathiazolylsulphamyl) - benzenestibonylarabonate are also mentioned.