Deeb, A., Hataba, A., El‐Eraky, W., Abdel-Naby, H. (2017). PYRIDAZINE AND ITS RELATED COMPOUNDS, SYNTHESIS OF SOME NOVEL CONDENSED PYRIDAZINES. Bulletin of Faculty of Science, Zagazig University, 2017(1), 367-378. doi: 10.21608/bfszu.2017.31061
Ali Deeb; Ahmed Hataba; Wafaa El‐Eraky; Hend Abdel-Naby. "PYRIDAZINE AND ITS RELATED COMPOUNDS, SYNTHESIS OF SOME NOVEL CONDENSED PYRIDAZINES". Bulletin of Faculty of Science, Zagazig University, 2017, 1, 2017, 367-378. doi: 10.21608/bfszu.2017.31061
Deeb, A., Hataba, A., El‐Eraky, W., Abdel-Naby, H. (2017). 'PYRIDAZINE AND ITS RELATED COMPOUNDS, SYNTHESIS OF SOME NOVEL CONDENSED PYRIDAZINES', Bulletin of Faculty of Science, Zagazig University, 2017(1), pp. 367-378. doi: 10.21608/bfszu.2017.31061
Deeb, A., Hataba, A., El‐Eraky, W., Abdel-Naby, H. PYRIDAZINE AND ITS RELATED COMPOUNDS, SYNTHESIS OF SOME NOVEL CONDENSED PYRIDAZINES. Bulletin of Faculty of Science, Zagazig University, 2017; 2017(1): 367-378. doi: 10.21608/bfszu.2017.31061
PYRIDAZINE AND ITS RELATED COMPOUNDS, SYNTHESIS OF SOME NOVEL CONDENSED PYRIDAZINES
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.