ZnCl2 CATALYSED ONE POT SYNTHESIS OF BENZOXAZOLE LINKED PYRIDINE DERIVATIVES, BIOLOGICAL EVALUATION AND DFT STUDIES

Author(s): S. H. Shreedhara, H. M. Vagdevi*, N. D. Jayanna, T. Manjuraj

Abstract: Multicomponent reactions (MCRs) have drawn high efforts in recent years owing to exceptional synthetic efficiency, intrinsic atom economy, high selectivity, and procedural simplicity. The novel ZnCl2-catalyzed one-pot multicomponent synthesis of 2-amino-4-(2-chloroquinolin-3-yl)-6-(2,7a-dihydro-1,3-benzoxazol-2-ylsulfanyl) pyridine-3,5-dicarbonitrile using conventional heating method. Reaction of 2-mercapto benzoxazole with different aromatic aldehydes in presence of malano nitrile in ethanol media using zinc chloride as a catalyst under reflux condition afforded 2-amino-4-(2-chloroquinolin-3-yl)-6-(2,7a-dihydro-1,3-benzoxazol-2-ylsulfanyl) pyridine-3,5dicarbonitrile in a good yield. The obtained solid purified using column chromatography technique and the derivatives are characterized by IR, NMR, Mass spectral and frontier molecular orbital studies. Further the synthesized compounds were screened for antibacterial, antioxidant activities.

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