Synthesis and reactions of 4<i>H</i>-3,1-benzoxazin-4-one derivative bearing pyrazolyl moiety as antimicrobial and antioxidant agents
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Ring opening of 4-aryl-2-phenyloxazol-5-one <b>1</b> with 2-aminobenzoic acid in acetic acid and <i>n</i>-butanol gave compounds <b>2</b> and <b>3</b>, respectively. The 4<i>H</i>-3,1-benzoxazin-4-one derivative <b>4</b> was synthesized by refluxing of compound <b>2</b> in acetic anhydride. Then it reacted with different nitrogen nucleophiles such as hydrazine hydrate, phenylhydrazine, cyclohexylamine, piperidine, ethylenediamine, ethanolamine, semicarbazide hydrochloride, cyanoacetohydrazide and methyl glycinate hydrochloride to give compounds <b>5–14</b> in order to study the behavior of these nucleophilic reagents on the performed ring system. All the structures of the newly prepared compounds were characterized by their IR, <sup>1</sup>H-, 13C-NMR and MS spectral data. Some of the synthesized compounds were screened for their antimicrobial and antioxidant activities. Compound <b>5</b> showed remarkable activity upon this screening.



