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العنوان
Synthesis, Elucidation and Biological Applications of Some New Pyranopyrazole Derivatives
المؤلف
Elfekey, Hadeer Mohamed Ali .
هيئة الاعداد
باحث / هدير محمد علي الفقي
مشرف / عادل عبد الهادى ىصار
مناقش / اشرف فاروق وصفى
مناقش / أحمد حسين مصطفى
الموضوع
pyranopyrazole derivatives chemistry
تاريخ النشر
2022
عدد الصفحات
148 p. :
اللغة
الإنجليزية
الدرجة
ماجستير
التخصص
Organic Chemistry
تاريخ الإجازة
25/8/2022
مكان الإجازة
جامعة المنوفية - كلية العلوم - الكيمياء العضوية
الفهرس
Only 14 pages are availabe for public view

from 233

from 233

Abstract

Claisen-Schmidt condensation reaction between compound 1 with 2 in ethanol / sodium hydroxide solution afforded the chalcone 3 in 92% yield (Scheme 1). 1 2 3 Scheme 1 Reaction of compound 3 with malononitrile in absolute ethanol and few drops of piperidine gave 4 in 80% yield (Scheme 2). . 3 4
Furthermore, compound 4 was used as a key for synthesizing a series of heterocyclic compounds with potent biological activities so, reaction of compound 4 with formic acid upon reflux temperature afforded 5 in 63% yield (Scheme 3). 4 5 Scheme 3 Boiling of 4 with acetic anhydride under reflux afforded 6 in 93% yield (Scheme 4). 4 6 Scheme 4
Also, reaction of 4 with formamide under reflux and stirring gave 7 in 74% yield (Scheme 5) . 4 7 Scheme 5 Boiling of compound 4 with thiourea in toluene under reflux afforded 8 in 94% yield (Scheme 6) . 4 8 Sch
Boiling of 4 with urea in toluene under reflux afforded 9 in 90% yield (Scheme 7) . . 4 9 Scheme 7 Stirring of 4 with conc. Cold H2SO4 afforded 10 in 95% yield (Scheme 8). 4 10 Scheme 8
Reaction of compound 4 with D-glucose in absolute ethanol and few drops of glacial acetic acid gave 11 in 64% yield (Scheme 9). 4 11 Scheme 9 Condensation of Compound 4 with p-methoxy benzaldehyde in absolute ethanol containing few drops of glacial acetic acid gave 12 in 52% yield (Scheme 10) .
Condensation of compound 4 with 4-dimethyl amino benzaldehyde in absolute ethanol containing few drops of glacial acetic acid gave 13 in 88% yield (Scheme 11). 4 13 Scheme 11 Benzoylation of compound 4 with benzoyl chloride afforded 14 in 80% yield (Scheme 12). 4 14 Scheme 1
Reaction of compound 4 and triethyl orthoformate in the presence of acetic anhydride upon reflux temperature afforded 15 in 60% yield (Scheme 13). 4 15 Scheme 13 Compound 15 reacted with hydrazine hydrate in absolute ethanol afforded 16 in 97% yield (Scheme 14). 15 16 Scheme 14
Stirring of compound 16 with D-xylose in the presence of ethanol and catalytic compound of glacial acetic acid for 30 minutes then reflux afforded 17 in 84% yield (Scheme 15). 16 17 Scheme 15 Stirring of compound 16 with CS2 in the presence of KOH for one hour then reflux afforded 18 in 89% yield (Scheme 16). 16 18 Scheme 16