Synthesis and Characterization of 3-(2-bromo-5-nitrophenyl)-5-hydroxymethyl Isoxazole as a New Combination

Heterocycles play a vital role in pharmacological, agricultural and synthetic fields [1]. Particularly these compounds are important because of the wide variety of physiological activities associated with this class of substances [2]. The paramount importance of heterocycles in nature product chemistry and pharmacology constantly drive the search for new methods for the construction of heterocyclic unit viz., isoxazoles and pyrazoles [2]. Isoxazole derivatives are interesting objects for synthesis in the search for various sorts of biological activity and exhibit a wide array of biological activities and many of them have found application in therapy [2]. The immunosuppressive or anti-inflammatory properties are most characteristic among that group of compounds [2] Isoxazoles possess interesting medicinal properties and have some industrial utility [3]. This research work describes the synthesis of new compound of isoxazole family. First 2-bromobenzaldehyde was transformed to 2-bromobenzaldoxime by using NH2OH in pyridine. The in situ generated nitriloxide from reaction between and NaOCl was reacted with propargylalcohol to produce 3-(2- bromophenyl)-5-hydroxymethyl isoxazole in a cycloaddition procedure. The required nitro derivative of the synthesized isoxazole was obtained from nitration of with mixture of nitric acid and sulphuric acid in high yield. The structure of all the synthesized compounds was characterized and confirmed by FT-IR and NMR spectroscopy techniques.