Synthesis of some new 4-(2,4-dimethyl-phenyl)-2H-phthalazinone derivatives
Ali Abdul-Ghaffar, A., Taha, M., El-Shamy, I., mourad, A. (2021). Synthesis of some new 4-(2,4-dimethyl-phenyl)-2H-phthalazinone derivatives. EKB Journal Management System, 38(part 1 (Basic Sciences)), 233-242. doi: 10.21608/jsrs.2021.48596.1039
Ahmed Thabet Ali Abdul-Ghaffar; Mamdouh Ahmed Taha; Ibrahim Essam El-Shamy; Asmaa kamal mourad. "Synthesis of some new 4-(2,4-dimethyl-phenyl)-2H-phthalazinone derivatives". EKB Journal Management System, 38, part 1 (Basic Sciences), 2021, 233-242. doi: 10.21608/jsrs.2021.48596.1039
Ali Abdul-Ghaffar, A., Taha, M., El-Shamy, I., mourad, A. (2021). 'Synthesis of some new 4-(2,4-dimethyl-phenyl)-2H-phthalazinone derivatives', EKB Journal Management System, 38(part 1 (Basic Sciences)), pp. 233-242. doi: 10.21608/jsrs.2021.48596.1039
Ali Abdul-Ghaffar, A., Taha, M., El-Shamy, I., mourad, A. Synthesis of some new 4-(2,4-dimethyl-phenyl)-2H-phthalazinone derivatives. EKB Journal Management System, 2021; 38(part 1 (Basic Sciences)): 233-242. doi: 10.21608/jsrs.2021.48596.1039

Synthesis of some new 4-(2,4-dimethyl-phenyl)-2H-phthalazinone derivatives

Journal of Scientific Research in Science
Article 12, Volume 38, part 1 (Basic Sciences), January 2021, Page 233-242  XML PDF (477.21 K)
Document Type: Original Article
DOI: 10.21608/jsrs.2021.48596.1039
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Authors
Ahmed Thabet Ali Abdul-Ghaffar email orcid 1; Mamdouh Ahmed Taha2; Ibrahim Essam El-Shamy3; Asmaa kamal mourad4
1Chemistry department, Fayoum University, Fayoum, Egypt
2Chemistry Department, Faculty of Science, Fayoum University, Egypt
3Chemistry Department, Faculty of Science, Fayoum University, cairo, Egypt
4Chemistry Department, Faculty of Science, Fayoum University, Fayoum, Egypt
Abstract
Aroylation of m-xylene by phthalic anhydride under Friedel craft’s reaction conditions to afford the corresponding o-aroylbenzoic acid derivative (2), which followed by cyclization reaction with hydroxylamine hydrochloride to produce the correlating benzoxazinone derivative (3), which was utilized as a precursor for the formation of some novel phthalazinone derivatives (4˗6). This transformation was achieved by interactions with thiosemicarbazide, thiocarbohydrazide, and hydrazine monohydrate and/or ammonium acetate under suitable conditions. 4-Substituted-1(2H)- phthalazinone derivative (6), which undergoes N-alkylation using ethyl bromoacetate to produce the phthalazinone acetic acid ethyl ester derivative (7), that followed by the interaction with hydrazine monohydrate to afford the phthalazinone acetic acid hydrazide derivative (8). The latter product was conducted with different aromatic acid compounds in presence of POCl3, to give the correlating oxadiazoles (9,10). The chemical structures of all the synthesized compounds are confirmed using physical and spectral data analyses like FT- IR, 1H-NMR, and mass spectroscopy.
Keywords
benzoxazinone; triazolo-phthalazine; tetrazino-phthalazine; Phthalazinone; oxadiazol-Phthalazinone
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