
The synthesis and characterization of some novel 5-chloro-2-(substituted alkoxy)-N-phenylbenzamide derivatives
Author(s) -
Ioana Maria Carmen Ienașcu,
Alfa Xenia Lupea,
Iuliana Popescu,
Mirabela Padure,
Alina D. Zamfir
Publication year - 2009
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc0909847i
Subject(s) - chemistry , alkoxy group , hydrazine (antidepressant) , ketone , carbon 13 nmr , elemental analysis , proton nmr , organic chemistry , ethyl ester , medicinal chemistry , alkyl , chromatography
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.