Synthesis of 3,5-disubstituted Isoxazolines and Isoxazoles

A.V. Ingle¹, A.G. Doshi², A.W. Raut³ and N.S. Kadu³

¹Department of Chemistry, Yeshwantrao Chavan College of Arts,  Commerce & Science Sillod, Dist. Aurangabad - 431 112 (India)

²Vidya Bharati Mahavidyalaya, Amravati - 444 602 (India)

³Department of Chemistry, Shri Shivaji Science College, Amravati - 444 603 (India)

ABSTRACT:

2-Acetylthiophene condenses with different aromatic aldehyde in ethanol in the presence of aqueous NaOH to give 1-(2’thienyl)-3-(substituted phenyl)-2-propen-1-one(Ia-e) which reacts with hydroxylamine hydrochloride and aqueous KOH in presence of ethonal medium to give 3-(2’-thienyl)-5-(substituted phenyl)-”2-isoxazoline (IIa-e). And 3-(2’-thienyl)-5-(substituted phenyl)-D2-isoxazoline (IIa-e) was dissolved in DMSO. To this catalytic amount of iodine was added. Cooled and diluted with water. The solid thus separated was washed with 20% sodium thiosulphate to give 3-(2’-thienyl)-5-(substituted phenyl)-isoxazole (II’a-e). Characterization and structural elucidation were done on the basis of melting points determination, analytical and spectral studies.

KEYWORDS:

Isoxazolines; isoxazoles; synthesis; structural study

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Copy the following to cite this article: Ingle A. V, Doshi A. G, Raut A. W, Kadu N. S. Synthesis of 3,5-disubstituted Isoxazolines and Isoxazoles. Orient J Chem 2011;27(4).

Copy the following to cite this URL: Ingle A. V, Doshi A. G, Raut A. W, Kadu N. S. Synthesis of 3,5-disubstituted Isoxazolines and Isoxazoles. Orient J Chem 2011;27(4). Available from: http://www.orientjchem.org/?p=24368