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العنوان
Synthesis of some heterocyclic compounds containing mixed and non-mixed and relevant compounds (4H) 3,1-benzoxazin-4-one and 4(3H) quinazolinone /
المؤلف
Mahmoud, Mohammed Gamal Mohammed.
هيئة الاعداد
باحث / محمد جمال محمد محمود
مشرف / ماهر عبد العزيز محمود الحشاش
مشرف / سامح احمد محمد رزق
مشرف / عبير محمد السيد النجار
تاريخ النشر
2018.
عدد الصفحات
218 p. :
اللغة
الإنجليزية
الدرجة
ماجستير
التخصص
Organic Chemistry
تاريخ الإجازة
1/1/2018
مكان الإجازة
جامعة عين شمس - كلية العلوم - الكيمياء
الفهرس
Only 14 pages are availabe for public view

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from 218

Abstract

The thesis includes two parts
Part I: Design, Synthesis, and Antioxidant Evaluation of Novel 6-Iodo-3Substituted-Quinazolin-4(3H)-on-2-yl Benzoic Acid:
Reaction of 2-(6-iodo-3,1-benzoxazin-2-yl)benzoic acid (1) with hydrazine hydrate in boiling ethanol to give the major product of the phthalazinoquinazolinone 2 and 3-aminoquinazolinyl benzoic acid 2’. the reaction of the benzoxazone 1 with formamide and thiosemicarbazide gave the corresponding quinazolinones 3 and 4. But the reaction of compound 1 with sodium azide afforded the corresponding benzimidazolone derivative 5. The reaction of benzoxazinone 1 with 2- aminopyridine afforded the corresponding spiroderivatives 6.
Moreover, the reaction of the benzoxazone 1 with aromatic amine namely p-aminobenzoic acid, p-anisidine and o-tolidine afforded the corresponding quinazolinone derivatives 7 and 8 respectively. Also, reaction of the compound 1 with aliphatic amine namely nutanol amine and glycine afforded the corresponding quinazolinone derivatives 9 and 10. Reaction of benzoxazone with acid hydrazide namely acetic acid hydrazide and benzoic acid hydrazide afforded 3-actamido- and benzamido -quinazolinone derivatives 11 and 12 respectively. Reaction of compound 1 with 2-glucosamine gave 13 that acetylated to afford the compound 14. Reaction of benzoxazinone 1
Part II
Design, Synthesis, and Antioxidant Evaluation of Novel 2-(chloromethyl)-6-iodo-4H-benzo[d][1,3]oxazin-4-one:
On the other hand, reaction of 2-chloromethyl benzoxazinone 19 with hydrazine hydrate afforded 2-(hydrazinyl methyl) 3-aminoquinazolinone 20. Similarly, reaction of the compound 19 with formamide gave the corresponding 2-aminomethyl quinazolinone 21. Reaction of the benzoxazinone 19 with p-aminobenzene sulphonamide gave two products 22 and 23. Reaction of the hydrazinyl aminoquinazolinone 20 with aromatic aldehyde gave the corresponding arylidene 24 and triazinoquinazolinone 25. Reaction of the compound 20 with acetyl chloride gave diacetyl derivative 26.
Part III
Study the antioxidant activity towards the synthesized compounds:
It’s found that the synthesized quinazolinone derivatives have high antioxidant activity due to the high stability of the nucleus and the presence of nitrogen and sulfur atoms that confirmed by HOMO, LUMO, ΔE and more than fifteen parameters.