SYNTHESIS AND STRUCTURE OF SOME 8-METHOXY-2-ARYLQUINOLIN-7-OL DERIVATIVES FROM VANILLIN
DOI:
https://doi.org/10.18173/2354-1059.2024-0025Keywords:
vanillin, arylquinolin-7-ol, chalconeAbstract
The key compound, 4-hydroxy-3-methoxy-2-nitrobenzaldehyde (3), was synthesized from vanillin by esterification, nitration, and hydrolysis. The aldol condensation reaction of compound 3 was performed with aryl methyl ketones to obtain two chalcones 4a and 4b. The reduction reactions of these chalcones 4a and 4b were performed using SnCl2 in HCl to obtain two 8-methoxy-2-arylquinolin-7-ol derivatives 5a and 5b. The structures of the two quinoline derivatives were confirmed by 1H-NMR, 13C-NMR spectroscopic methods and MS and HRMS spectrometry.
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