Synthesis and reactions of 4H-3,1-benzoxazin-4-one derivative bearing pyrazolyl moiety as antimicrobial and antioxidant agents |
| |
| Authors: | David S. A. Haneen Rasha S. Gouhar Heba E. Hashem Ahmed S. A. Youssef |
| |
| Affiliation: | 1. Department of Chemistry, Faculty of Science, Ain Shams University, Abbassia, Egypt;2. david.shoukry@yahoo.com;4. Department of Therapeutical Chemistry, National Research Centre, Dokki, Egypt;5. Department of Chemistry, College for Girls, Ain Shams University, Helioplis, Egypt |
| |
| Abstract: | Ring opening of 4-aryl-2-phenyloxazol-5-one 1 with 2-aminobenzoic acid in acetic acid and n-butanol gave compounds 2 and 3, respectively. The 4H-3,1-benzoxazin-4-one derivative 4 was synthesized by refluxing of compound 2 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 5–14 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, 1H-, 13C-NMR and MS spectral data. Some of the synthesized compounds were screened for their antimicrobial and antioxidant activities. Compound 5 showed remarkable activity upon this screening. |
| |
| Keywords: | Antimicrobial and antioxidant activities benzoxazinone imidazole oxazolone pyrazole quinazolinone |
|
|
