Ramaite, I. D. I.Puka, L. R.Malusela, Thisundiwi2023-11-082023-11-082023-10-05Malusela, T. (2023). Synthesis of Novel 6, 8-Distributed-Chromone-3-Carboxamides and their evaluation as potential anti-tuberculosis agents. University of Venda, Thohoyandou, South Africa.<http://hdl.handle.net/11602/2625>.http://hdl.handle.net/11602/2625M.Sc. (Chemistry)Department of ChemistryThis project focusses on the synthesis of novel 6,8-disubstituted-chromone-3-carboxamides and their evaluation as potential anti-tuberculosis agents. In this study, four 3-iodo-5-substituted-2-hydroxyacetophenones (58A-D) and three 3-bromo- 5-substituted-2-hydroxyacetophenones (63A-C) were successfully synthesized from 5- substituted-2-hydroxyacetophenones (57A-D). The Vilsmeier-Haack reaction was used to synthesize the 8-iodo-6-substituted-chromone-3-carbaldehydes and 8-bromo-6-substitutedchromone- 3-carbaldehydes from the 3-iodo/bromo-5-substituted-2-hydroxyacetophenones. These compounds were treated with sodium chlorite and sulfamic acid to afford corresponding chromone-3-carboxylic acids. Recrystallization with either ethanol or methanol was used to purify the synthesized compounds. All compounds were synthesized in good to excellent yields. The yields of the 3- iodo-5-substituted-2-hydroxyacetophenones (58A-D) ranged from 55 - 75 %, the 3-bromo-5- substituted-2-hydroxyacetophenones (63A-C) were synthesized with yields from 66 - 87 %, the percentage yields are significantly different probably because different methods were used. The yields of the 8-iodo-6-substituted-chromone-3-carbadehydes (59A-D) ranged from 78 – 90 %, the 8-bromo-6-substituted-chromone-3-carbaldehydes (64A-C) with yields from 85 - 87 %, 8-bromo-6-substuted-chromone-3-carboxylic acids from 47 – 52 %, and chromone-3- carboxylic acid afforded a yield of 57 %. 1H NMR, 13C NMR and FTIR spectroscopic techniques were used to characterize synthesized compounds and also confirmed by melting points for compounds reported in literature.1 online resource ()1 online resource (xi, 86 leaves) : illustrations (some color)enUniversity of VendaSynthesisUCTDChromonesChromone-3-CarboxamidesBiological activitiesAnti-tuberculosis616.995TuberculosisTuberculosis -- PreventionTuberculosis -- VaccinationTuberculosis vaccinesDissertationMalusela T. Synthesis of Novel 6, 8-Distributed-Chromone-3-Carboxamides and their evaluation as potential anti-tuberculosis agents. []. , 2023 [cited yyyy month dd]. Available from: http://hdl.handle.net/11602/2625Malusela, T. (2023). <i>Synthesis of Novel 6, 8-Distributed-Chromone-3-Carboxamides and their evaluation as potential anti-tuberculosis agents</i>. (). . Retrieved from http://hdl.handle.net/11602/2625Malusela, Thisundiwi. <i>"Synthesis of Novel 6, 8-Distributed-Chromone-3-Carboxamides and their evaluation as potential anti-tuberculosis agents."</i> ., , 2023. http://hdl.handle.net/11602/2625TY - Dissertation AU - Malusela, Thisundiwi AB - This project focusses on the synthesis of novel 6,8-disubstituted-chromone-3-carboxamides and their evaluation as potential anti-tuberculosis agents. In this study, four 3-iodo-5-substituted-2-hydroxyacetophenones (58A-D) and three 3-bromo- 5-substituted-2-hydroxyacetophenones (63A-C) were successfully synthesized from 5- substituted-2-hydroxyacetophenones (57A-D). The Vilsmeier-Haack reaction was used to synthesize the 8-iodo-6-substituted-chromone-3-carbaldehydes and 8-bromo-6-substitutedchromone- 3-carbaldehydes from the 3-iodo/bromo-5-substituted-2-hydroxyacetophenones. These compounds were treated with sodium chlorite and sulfamic acid to afford corresponding chromone-3-carboxylic acids. Recrystallization with either ethanol or methanol was used to purify the synthesized compounds. All compounds were synthesized in good to excellent yields. The yields of the 3- iodo-5-substituted-2-hydroxyacetophenones (58A-D) ranged from 55 - 75 %, the 3-bromo-5- substituted-2-hydroxyacetophenones (63A-C) were synthesized with yields from 66 - 87 %, the percentage yields are significantly different probably because different methods were used. The yields of the 8-iodo-6-substituted-chromone-3-carbadehydes (59A-D) ranged from 78 – 90 %, the 8-bromo-6-substituted-chromone-3-carbaldehydes (64A-C) with yields from 85 - 87 %, 8-bromo-6-substuted-chromone-3-carboxylic acids from 47 – 52 %, and chromone-3- carboxylic acid afforded a yield of 57 %. 1H NMR, 13C NMR and FTIR spectroscopic techniques were used to characterize synthesized compounds and also confirmed by melting points for compounds reported in literature. DA - 2023-10-05 DB - ResearchSpace DP - Univen KW - Synthesis KW - Chromones KW - Chromone-3-Carboxamides KW - Biological activities KW - Anti-tuberculosis LK - https://univendspace.univen.ac.za PY - 2023 T1 - Synthesis of Novel 6, 8-Distributed-Chromone-3-Carboxamides and their evaluation as potential anti-tuberculosis agents TI - Synthesis of Novel 6, 8-Distributed-Chromone-3-Carboxamides and their evaluation as potential anti-tuberculosis agents UR - http://hdl.handle.net/11602/2625 ER -