Synthesis of new condensed and cyclized coumarin derivatives

Abstract

Condensation of 4-chloro-2-oxo-2H-chromene-3-carbonitrile with selected heteroarylamines in acetonitrile containing a catalytic amount of triethylamine, followed by intramolecular cyclization, gave the new coumarin derivatives with yields ranging from 43 % to 78 %. The novel compounds were subjected to acid hydrolysis giving the corresponding oxo derivatives in 66–70 % yield. The structural assignments of the synthesized compounds were based on elemental, IR, 1H and 13C NMR analyses.

Status and Perspectives Livestock Production: The Case Region Polimlje-Ibar

“…Our the research evidence, based on similar researches Đekić [35] and Kljajić et.al. [36] pointed out is in the forefront, several important conclusions, which are based on providing conditions for achieving better results in livestock region Polimlje-Ibar, and here primary think about economic, technological and environmental aspects.…”

Synthesis and Characterization of Some Novel Coumarin Based 2-Pyridone Heterocycles with their Broad Spectrum Antimicrobial Potency

“…1 H NMR spectra were recorded on Varian Gemini 300 MHz and 13 C NMR spectra are recorded with a Varian Mercury-400 (100 MHz) NMR spectrometer, using tetramethylsilane as the internal reference, with dimethyl sulfoxide (DMSO-d 6 ) as solvent. Mass spectra were scanned on a Shimadzu LCMS 2010 spectrometer.…”

“…Intermediate (3) (0.01 mol) was further treated with various aromatic aldehydes (0.01 mol) and ethanol (99%, 30 mL) refluxed and the solid separated to obtain novel compounds of the series 4a-o. The structural assignments of the compounds 4a-o were based on the characterization of their 1 H NMR, 13 C NMR, and mass spectra. Satisfactory elemental analyses were obtained (Scheme 1).…”

“…2-hydroxybenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl) 3-hydroxybenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl) 4-hydroxybenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl)ethylidene)amino)-4-phenyl-1,2-dihydropyridine-3 4-nitrobenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl) 2-chlorobenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl)ethylidene)amino)-4-phenyl-1,2-dihydropyridine-3 4-chlorobenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl) 1 H NMR (300 MHz, DMSO-d 6 , δ ppm): 9.20 (s, 1H, Ar-CH=N-), 9.15 (s, 1H, C4 proton of coumarin), 7.14-7.87 (m, 13H, Ar-H of coumarin ring and phenyl ring), 2.06 (s, 3H, -C(CH 3 )=N-). 13 4-fluorobenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl) 3-methoxybenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl) 1-(2-oxo-2H-chromen-3-yl) 4-bromobenzylidene)amino)-2-oxo-1-((1-(2-oxo-2H-chromen-3-yl) 1 H NMR (300 MHz, DMSO-d 6 , δ ppm): 9.11 (s, 1H, Ar-CH=N-), 9.27 (s, 1H, C4 proton of coumarin), 7.14-7.85 (m, 13H, Ar-H of coumarin ring and phenyl ring), 2.08 (s, 3H, -C(CH 3 )=N-). 13 …”

“…Potential of various natural and synthetic coumarin derivatives proved its importance as anti-inflammatory [8] antioxidant properties [9] anticancer [10,11] and monoamine oxidase inhibitors [12]. Novobiocin and chlorobiocin have reported as antimicrobials containing a coumarin skeleton [13]. Pyridone and their derivatives play a vital role in some biological processes and have significant chemical and pharmacological importance [14,15,16].…”