Synthesis, Characteristic and Antimicrobial Activity of Some New Spiro[indol-thiazolidon-2,4-diones] and Bis(5-fluorospiro[indoline-3,2’-thiazolidine]-2,4’-dione) Probes — Oak Academic Publishing
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Synthesis, Characteristic and Antimicrobial Activity of Some New Spiro[indol-thiazolidon-2,4-diones] and Bis(5-fluorospiro[indoline-3,2’-thiazolidine]-2,4’-dione) Probes
Department of Chemistry, Faculty of Science, King Abdul Aziz University, Jeddah, KSA
1 Department of Chemistry, Faculty of Science, King Abdul Aziz University, Jeddah, KSA
In a search for new antimicrobial agents, some new spiro[indol-thiazolidon- 2,4-diones] ( 6a-c ) were synthesized by condensation of 5-substituted isatins 1 with sulfanilamide in MeOH, followed by aroylation with p-nitrobenzoyl chloride in DMF to get compounds 4a-c . Cycloaddition of 4a -c with thioglycolic acid in a dry non-polar solvent (dioxane) gave the targets 6a-c . Also, bis(5-fluorospiro[indoline-3,2’-thiazolidine]-2,4’-dione) ( 9 ) was synthesized by condensation of 5-fluoroindoline-2,3-dione with benzene-1,4-diamine (2:1 by mol) in MeOH, which followed by cycloaddition with thioglycolic acid in dioxane gave compound 8 . Acylation of the later with 2,2,2-trifluoroacetic anhydride in THF has yielded the target 9 . Structures of the products have been deduced from their elemental analysis and spectral data. The in vitro antimicrobial activity of the new systems 6a-c , and 9 was tested.
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