Microwave assisted synthesis of of quinolinyl thiazolidinones using Zeolite as an efficient and recyclable activation surface: SAR and Biological activity
By Vandana Tiwari, Jyotsna Meshram, Parvez Ali
Zéolite 5A˚ has been used as an efficient and cost effective activating catalyst for the synthesis of 2-(2-chloroquinoline-3-yl)-3-substituted phenyl thiazolidin-4-ones starting from N-aryl-2-chloroquinolin-3-yl-azomethine and thioglycolic acid. The reactions were carried out under microwave irradiation. The catalyst could be recycled and used for several times. This reaction is scalable to multigram scale and the methodology has resulted in an efficient synthesis. Herein benign, environ friendly, efficient and extremely fast procedure for the synthesis of 2-(2-chloroquinoline-3-yl)-3-substituted phenyl thiazolidin-4-ones have been demonstrated. The produced thiazolidinone molecules were characterized on the basis of Elemental analysis, IR, Mass and 1H-NMR. The synthesized moieties were screened for antibacterial activity against certain strains of test bacteria, Viz. Staphylococcus aureus (Gram positive), Pseudomonas vulgaris (Gram positive), Pseudomonas Aeruginosa (Gram negative) and Escherichia coli (Gram negative).Their antibacterial activities are reported (Table 1). The screening data suggest that compounds 4b, 4c and 4g are highly active against two strains each of gram positive and gram negative bacteria showing the broadest spectrum of antibacterial activity.
Keywords : Zeolites, microwave, thioglycolic acid, thiazolidinone, quinoline, catalyst.