The Synthesis and Characterization of some New Thioureides of 2-(4-Methyl-phenoxymethyl)benzoic Acid with Antimicrobial Activity

Limban, Carmen; Missir, Alexandru-Vasile; Chirită, Ileana Cornelia; Nitulescu1, George Mihai; Ilie, Corina; Caproiu, Miron Teodor

Carmen Limban, Alexandru-Vasile Missir, Ileana Cornelia Chirită, George Mihai Nitulescu1, Corina Ilie, Miron Teodor Caproiu

The Synthesis and Characterization of some New Thioureides of 2-(4-Methyl-phenoxymethyl)benzoic Acid with Antimicrobial Activity

Abstract:

It is well known that many compounds bearing thioureide structure have been reported to have antimicrobial activity and some of these thioureide compounds are found to be associated with other therapeutical activities. The present application is a continuation of our research concerning the synthesis and characterization of 2-(4-methyl-phenoxymethyl)benzoic acid thioureides with antimicrobial activities. The new thioureides were obtained in three stages. In the first stage we prepared the 2-(4-methyl-phenoxymethyl)benzoic acid by reacting potassium para-cresolate with phtalide. The second stage consists in the synthesis of the 2-(4-methyl-phenoxymethyl)benzoic acid chloride and, in the third phase, the acid chloride aforementioned is refluxed with ammonium thiocyanate the resulting 2-(4-methyl-phenoxymethyl)benzoyl isothiocyanate being treated with primary aromatic amines to obtain the new compunds. We established the optimal reaction conditions for the new compounds synthesizing process of with high purity and yields. The new compounds, which are not mentioned in the literature concerning this domain, have been characterized by their physical properties (melting point, solubility) and the structures were confirmed by elemental analysis, 1H-NMR, 13C-NMR and IR spectral methods.

Keywords:
thioureides; 2-(4-methyl-phenoxymethyl)benzoic acid; 1H-NMR; 13C-NMR

Issue: 2008, Volume 59, Issue 11

Pages:

Publication date: 2008/10/9

https://doi.org/10.37358/RC.08.11.2012

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This article is published under the Creative Commons Attribution 4.0 International License

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