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العنوان
Synthesis and Biological Evaluationof new Pyrazole Compounds Linkedto Sugar Moieties/
المؤلف
El Kady, Sarah Adel Mostafa
هيئة الاعداد
باحث / سارة عادل مصطفي القاضي
مشرف / عبدالحميد عبده إسماعيل
مناقش / وائل عبدالحفيظ شندي
مناقش / محمد عبدالله حواطة
الموضوع
Biological activity Pyrazol
تاريخ النشر
2023
عدد الصفحات
133 P.:
اللغة
الإنجليزية
الدرجة
ماجستير
التخصص
Organic Chemistry
تاريخ الإجازة
14/5/2023
مكان الإجازة
جامعة المنوفية - كلية العلوم - قسم الكيمياء
الفهرس
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Abstract

New pyrazole and pyrazolopyrimidines derivatives were synthesized through a multistep pathway
starting with substituted N-arylglycinylamino hydrazide. The Pyrazole and pyrazolidine derivatives 5,
6 was formed after treatment of 2 with acetylacetone and diethylmalonate in dioxane in 66, 88 %
yield. Refluxing of 2 with p -chlorobenzaldehyde and ethyl cyanoacetate or malononitrile in the
presence of TEA as a catalyst in absolute ethanol give 3,4 New derivatives of trizole. Alkylation of 3
with ethyl chloroacetate in DMF in basic medium afforded ester derivative 7 in 66% yield. Refluxing
of 7 with thiocarbazide in basic medium in absolute methanol give thioxo triazole derivative 8 in 77%
yield. Condensation of 8 with p-chlorobenzaldehyde in absolute ethanol in catalytic amount of glacial
acetic acid afforded chlorobenzylidene derivative 9 in 66% yield. Sugar hydrazone 10 was obtained in
65% yield after refluxing of 8 with D-(+)-mannose in absolute ethanol and in the presence of a
catalytic amount of glacial acetic acid. Alkylation of 4 with ethyl chloroacetate in DMF in basic
medium afforded ester derivative 11 in 66% yield. Refluxing of 11 with thiocarbazide in basic
medium in absolute methanol give thioxo triazole derivative 12 in 77% yield. Alkylation of 12 with
dimethyl sulfate in absolute ethanol in basic medium afforded methylthio derivative 13 in 66% yield.
Condensation of 12 with p-chlorobenzaldehyde in absolute ethanol in catalytic amount of glacial
acetic acid afforded chlorobenzylidene derivative 14 in 66% yield. Sugar hydrazone 15 was obtained
in 65% yield after refluxing of 12 with D- (+)-mannose in absolute ethanol and in the presence of a
catalytic amount of glacial acetic acid. Alkylation of 12 with ethyl chloroacetate in DMF in basic
medium afforded ester derivative 16 in 66% yield. Acetylation of 15 with acetic anhydride in pyridine
afforded pentyl Penta acetate derivative 17 in 66% yield. Refluxing of 16 with acetic anhydride
afforded thiadiazine carboxylate derivative 18 in 66% yield. Refluxing of 6 with p-toulidine in
absolute ethanol afforded tolylethene diamine derivative 19 in 66% yield. Condensation of 6 with p-
chlorobenzaldehyde in absolute ethanol in catalytic amount of glacial acetic acid afforded
chlorobenzylidene derivative 20 in 66% yield. Alkylation of p-Anisidine with ethyl chloroacetate in
acetone in basic medium afforded ester derivative 21 in 66% yield. Hydrazinolysis of 21 with
hydrazine hydrate in absolute ethanol give acetohydrazide derivative 22 in 66% yield. Pyrazole and
pyrazolidine derivatives 23, 24 was formed after treatment of 22 with acetylacetone and
diethylmalonate in dioxane in 66, 88 % yield. Condensation of 23 with p-toulidine in absolute ethanol
afforded ethene diamine derivative 25 in 66% yield. Condensation of 24 with p-chlorobenzaldehyde in
absolute ethanol afforded chlorobenzylidene derivative 26 in 66% yield.
The synthesized compounds was studied against agents with activity against a broad spectrum of
Gram positive pathogens including Staphylococcaureus and Gram- negative pathogens
including Escherichia coli. gram-negative. from the results of the antimicrobial
activity tests The various of synthesized compounds have highly antimicrobial activity ,and
structure-activity relati