Synthesis, Characterization and Antimicrobial screening of some new bipyridinyl substituted coumarin
Journal Title: International Journal of Engineering and Science Invention - Year 2018, Vol 7, Issue 7
Abstract
The synthesis of various 7-methoxy-4-methyl-8-(4'-aryl-2',2''-bipyridin-6'-yl)coumarins (5a-c); 7- methoxy-4-methyl-8-(4'-aryl-2',3''-bipyridin-6'-yl)coumarins (6a-c) and 7-methoxy-4-methyl-8-(4'-aryl-2',4''- bipyridin-6'-yl) coumarins (7a-c) has been carried out by the reaction of 4-methyl-7-methoxy-8-coumarinoyl methyl pyridinium bromide salt (1) with various 3-aryl-1-(pyridin-2-yl)prop-2-en-1-ones (2a-c), 3-aryl-1- (pyridin-3-yl)prop-2-en-1-ones (3a-c) and 3-aryl-1-(pyridin-4-yl)prop-2-en-1-ones (4a-c) respectively in the presence of ammonium acetate in refluxing acetic acid (Scheme 1)under Krohnke’s reaction condition. The required chalcones 3-aryl-1-(pyridin-2-yl)-prop-2-ene-1-ones (2a-c), 3-aryl-1-(pyridin-3-yl)-prop-2-ene-1-ones (3a-c) and 3-aryl-1-(pyridin-4-yl)-prop-2-ene-1-ones (4a-c) were prepared by the reaction of respective 2- acetyl pyridine, 3-acetyl pyridine and 4-acetyl pyridine with various p-substituted benzaldehydes in the presence of sodium hydroxide in ethanol.The synthesis of compounds 7-methoxy-4-methyl-8-(6'-aryl-4',2''-bipyridin-2'- yl)coumarins (11a-c); 7-methoxy-4-methyl-8-(6'-aryl-4',3''-bipyridin-2'-yl)coumarins (12a-c) and 7-methoxy-4- methyl-8-(6'-aryl-4',4''-bipyridin-2'-yl)coumarins (13a-c) has been carried out by the reaction of 4-methyl-7- methoxy-8-coumarinoyl methyl pyridinium bromide salt (1) with various 1-aryl-3-(pyridin-2-yl)prop-2-en-1- ones (8a-c),1-aryl-3-(pyridin-3-yl)prop-2-en-1-ones (9a-c) and 1-aryl-3-(pyridin-4-yl)prop-2-en-1-ones (10ac)respectively in the presence of ammonium acetate in refluxing acetic acid under Krohnke’s reaction condition.(Scheme 3). The required chalcones(8a-c),(9a-c) and (10a-c) were prepared by the reaction of various p-substituted acetophenones with 2-formyl pyridine, 3-formyl pyridine and 4-formyl pyridine respectively in the presence of sodium hydroxide in ethanol. The structures of all the compounds synthesized, have been supported by analytical and spectral data. All the synthesized compounds were screened for their antimicrobial activity.
Authors and Affiliations
Jigar Patel
Keywords
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