The synthesis and characterization of some novel 5-chloro-2-(substituted alkoxy)-N-phenylbenzamide derivatives

• Main Authors: IOANA M. C. IENAŞCU, ALFA X. LUPEA, IULIANA M. POPESCU, MIRABELA A. PĂDURE, ALINA D. ZAMFIR
• Format: Article
• Language: English
• Published: Serbian Chemical Society 2009-08-01
• Series: Journal of the Serbian Chemical Society
• Subjects: 5-chloro-2-(substituted alkoxy)-N-phenylbenzamide derivatives; ethyl esters; hydrazides; hydrazones; O-substituted salicylanilides
• Online Access: http://www.shd.org.rs/JSCS/Vol74/No8/01_3881_4027.pdf
• ISSN: 0352-5139

To obtain biologically active compounds, the synthesis of some new derivatives with an o-hydroxybenzamide structure was performed. The ethyl esters 4–6 were obtained by the reaction of 5-chloro-2-hydroxy-N-phenylbenzamide and chloro-substituted acid ethyl esters 1–3 in ethyl methyl ketone. The obtained ethyl esters were condensed with hydrazine yielding the hydrazides 7–8. The hydrazones 11–14 were obtained by the reaction of the hydrazides and the chloro-substituted benzaldehydes 9–10. All the newly synthesized compounds were characterized by FTIR, 1H-NMR, 13C-NMR, MS and elemental analyses.