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Truong Minh Luong, Trương Minh Lương(1)

SYNTHESIS AND STRUCTURE OF SOME 8-METHOXY-2- ARYLQUINOLIN-7-OL DERIVATIVES FROM VANILLIN

SYNTHESIS AND STRUCTURE OF SOME 8-METHOXY-2- ARYLQUINOLIN-7-OL DERIVATIVES FROM VANILLIN

Tạp chí Khoa học - Trường Đại học Sư phạm Hà Nội: Khoa học Tự nhiên

2024

69

110

The key compound, 4-hydroxy-3-methoxy-2-nitrobenzaldehyde (3), wassynthesized from vanillin by esterification, nitration, and hydrolysis. The aldolcondensation reaction of compound 3 was performed with aryl methyl ketones toobtain two chalcones 4a and 4b. The reduction reactions of these chalcones 4a and4b were performed using SnCl2 in HCl to obtain two 8-methoxy-2-arylquinolin-7-olderivatives 5a and 5b. The structures of the two quinoline derivatives wereconfirmed by 1H-NMR, 13C-NMR spectroscopic methods and MS and HRMSspectrometry.

The key compound, 4-hydroxy-3-methoxy-2-nitrobenzaldehyde (3), wassynthesized from vanillin by esterification, nitration, and hydrolysis. The aldolcondensation reaction of compound 3 was performed with aryl methyl ketones toobtain two chalcones 4a and 4b. The reduction reactions of these chalcones 4a and4b were performed using SnCl2 in HCl to obtain two 8-methoxy-2-arylquinolin-7-olderivatives 5a and 5b. The structures of the two quinoline derivatives wereconfirmed by 1H-NMR, 13C-NMR spectroscopic methods and MS and HRMSspectrometry.