ISSN : 0970 - 020X, ONLINE ISSN : 2231-5039
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Abstract

Unexpected synthesis of three components from the reaction of 4-chloro-3-formylcoumarin with hydroxylamine hydrochloride

Ahmed Elkhateeb1,2, Ashwag S. Alshehri1, Gilbert Kirsch3 and Sh. H. Abdel-Hafez1,4

DOI : http://dx.doi.org/10.13005/ojc/320142


Abstract:

A mild and simple oximation reaction of 4-chloro-3-formylcoumarin with hydroxylamine hydrochloride in basic medium gave unexpected three components via oxime. Those compounds were separated in good yields by preparative TLC and by chemical means using different reaction conditions. IR, 1H NMR, 13C NMR and mass spectral data confirmed the structure of the separated compounds.

Keywords:

4H-coumarin[3,4-d]isoxazol-4-one; ethyl-5-(2-hydroxyphenyl)-isoxazole-4-formate; methyl-5-(2-hydroxyphenyl)-isoxazole-4-formate; 4-chloro-3-cyano-coumarin

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