Awad I M, Hafez A A, el-Zohry M F
Chemistry Department, Faculty of Science, Assiut University, Egypt.
J Chem Technol Biotechnol. 1992;55(3):217-25. doi: 10.1002/jctb.280550304.
Novel azo-dyes have been synthesized by diazotization of 4-amino benzene-4'-(substituted heterocyclo) sulphonamide derivatives and coupling with 1-oxa-4-thia-spiro[4,4]nonan-2-one (I) and/or with 1-oxa-4-thia- spiro[4,5]decan-2-one (I') in acid medium to give the corresponding 3-azo-(4'-substituted benzenesulphonamido)-1-oxa-4-thia-spiro[4,4]nonan-2-one (II-IX) and/or 1-oxa-4-thia-spiro[4,5]decan-2-one (II'-IX'] as spiro-ligands. Treatment of these ligands with metal salts of iron (Fe3+), copper (Cu2+) and mercury (Hg2+) as chlorides in ethanolic solution furnished the corresponding metal chelates (IIa-c-IXa-c) and/or (II'a-c-IX'a-c). The compounds were tested in vitro for antimicrobial activity to study the structure-activity relationship.
通过将4-氨基苯-4'-(取代杂环)磺酰胺衍生物重氮化,并在酸性介质中与1-氧杂-4-硫杂螺[4,4]壬烷-2-酮(I)和/或1-氧杂-4-硫杂螺[4,5]癸烷-2-酮(I')偶联,合成了新型偶氮染料,得到相应的3-偶氮-(4'-取代苯磺酰胺基)-1-氧杂-4-硫杂螺[4,4]壬烷-2-酮(II-IX)和/或1-氧杂-4-硫杂螺[4,5]癸烷-2-酮(II'-IX')作为螺配体。在乙醇溶液中,用铁(Fe3+)、铜(Cu2+)和汞(Hg2+)的金属盐作为氯化物处理这些配体,得到相应的金属螯合物(IIa-c-IXa-c)和/或(II'a-c-IX'a-c)。对这些化合物进行了体外抗菌活性测试,以研究构效关系。