PYRIDAZINE AND ITS RELATED COMPOUNDS, SYNTHESIS OF SOME NOVEL CONDENSED PYRIDAZINES | ||||
| Bulletin of Faculty of Science, Zagazig University | ||||
| Article 23, Volume 2017, Issue 1, 2017, Page 367-378 PDF (476.91 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/bfszu.2017.31061 | ||||
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| Authors | ||||
| Ali Deeb1; Ahmed Hataba1; Wafaa El‐Eraky2; Hend Abdel-Naby2 | ||||
| 1Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt | ||||
| 2Department of Pharmacology, National Research Centre, Dokki, Cairo, Egypt | ||||
| Abstract | ||||
| A series of pyridazino[3,4-d][1,3]oxazin-5-one derivatives were designed and synthesized through a versatile method. Reaction of chloro-ester 1 with sodium azide has afforded azido-ester 2 which reacted with triphenylphosphine to produce compound 3; amino-ester 4 was formed upon treatment of compound 3 with acetic acid 80%; this amino-ester 4 was then hydrolyzed to the amino-acid 5 which is considered the starting material. The approach involves treatment of pyridazinamino-acid 5 with acetic anhydride, benzoyl chloride, triethylorthoformate, ethyl chloroformate, diethyl oxalate, phthalic anhydride as well as succinic anhydride to yield pyridazino[3,4-d][1,3]oxazin-5-one derivatives 6, 8, 9, 10, 11, 12 and 13. The new synthesized compounds were confirmed by their infrared, mass spectrum and 1H-NMR. | ||||
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