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Short Paper | Regular issue | Vol 91, No. 9, 2015, pp.1797-1808
Published online, 11th August, 2015
DOI: 10.3987/COM-15-13270
Synthesis and Characterization of Polysubstituted 5-Quinolinecarbaldehyde Derivatives

Nguyen Huu Dinh,* Duong Quoc Hoan, Nguyen Hien, and Tran Thi Thu Trang

*Department of Chemistry, Hanoi National University of Education, 136 Xuanthuy Hanoi, Vietnam

Abstract

A new quinolinecarbaldehyde, 7-(carboxymethoxy)-6-hydroxy-3-sulfo- quinoline-5-carbaldehyde (1), was synthesized from eugenol, a natural phenol, by four successive reaction steps. The condensation of 1 with various amino compounds afforded 12 Schiff-bases (213) and 3 hydrazones (1416). The structures of the aldehyde, its Schiff-bases and the hydrazone derivatives were determined by analyzing their IR, 1D NMR, 2D NMR and MS spectra. 1H NMR and NOESY data show that the imine -CH=N- group in the reported Schiff-bases and hydrazones exists in E-configuration.