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العنوان
Synthesis and Studiesof Some Heterocyclic Compounds /
المؤلف
Farouk, Wael Mohamed.
هيئة الاعداد
باحث / وائل محمد فاروق
مشرف / ابراهيم السيد محى الدين
مشرف / عبد المنعم فرج
مشرف / عاطف محمد عبد الحميد عامر
مشرف / محمد حسن عبد الرحمن
الموضوع
Heterocyclic Compounds - chemistry. Heterocyclic Compounds - congresses.
تاريخ النشر
2012.
عدد الصفحات
148 p. :
اللغة
الإنجليزية
الدرجة
الدكتوراه
التخصص
Chemistry (miscellaneous)
تاريخ الإجازة
1/1/2012
مكان الإجازة
جامعة الزقازيق - كلية العلوم - كيمياء
الفهرس
Only 14 pages are availabe for public view

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Abstract

The aim of the work consists two part: A- Synthesis of C-nucleoside compounds from ortho diamino compounds which contained two part:1- synthesis and reaction of some phenazine and phenylenediamine derivatives 2- synthesis and reaction of some pyridone derivatives B- Synthesis of N-nucleoside compounds from pyrazole derivatives, finally the resulted compounds was evaluated for biological activity. Several of phenazine derivatives were synthesized from phenazine 2 and 3 which were synthesized by oxidation of phenylenediamine (1) by FeCl3. So by coupling phenazine 2 with different aldoses by stirring in the presence of I2 and AcOH at room temperature gave compound 4, 5 and 6 respectively and by acetylation of compound 4 with Ac2O and pyridine gave 7 Also, phenazine 3 was coupled with xylose by microwave irradiation in the presence of I2 gave oxazole derivative 12. On the other hand, heating of 1 or and 2 with aldoses in the presence of hydrazinehydrate, AcOH, conc. HCl and water gave compound 8 and 9 respectively. Acetylation of compound 9 gave 10, while heating 2 with xylose and phenylhydrazine hydrochloride and diluted AcOH gave 11. Another diamine 15a and 15b derivatives which obtained by micheal reaction were coupled with aldoses in the presence of AcoH and I2 with stirring at room temperature gave 16, 17 and 18 respectively. Acetylation of compound 16 and /or 17 gave compound 19 and /or 20 respectively. Coupling of fructose with 15a and /or 15b in the presence or not of conc.HCl gave compound 21 and /or 22 respectively. Acetylation of compound 21 with AC2O/Pyridine gave compound 23 Some of pyrazole derivatives were synthesized using compound 25 as intermediate which was formed by the reaction of acetophenonesemicarbazone 24 with POCl3 and DMF, therefore 25 was condensed with ethylcyanoacetate and /or p-methylacetophenone afforded 26 and /or 27 respectively. Also treatment 25, 26 and or 27 with glucose-pentaacetate in the presence of CH3CN and I2 with stirring at room temperature gave compounds 28, 29 and 30 respectively, the same products were obtained by coupling 25, 26 and /or 27 with acetobromoglucose in the presence of acetone and aq. KOH with stirring at room temperature. On the other hand, the reaction of compound 28 with ethylcyanoacetate and / or p-methylacetophenone afforded the same compounds 29 and /or 30 respectively. Also, condensation of compound 25 and / or 28 with cyano acetichydrazide in the presence of ethanol or DMF and few DROPs of AcOH afforded hydrazone 31 and 32 respectively. While treatment of 31 with acetobromoglucose in the presence of CH3CN and I2 by stirring at room temperature gave 32. The biological activity of some phenazine, pyridone and pyrazole derivatives were evaluated for some bacterial and antifungus microorganism which showed that compound 4 had the highest activity against for both (Staphylococcus aureus) and (Escherichia coli) bacteria . On the other hand all the compounds showed a moderate activity against ( Candida albicans ) fungus except compound 9 showed no activity. finally all compounds showed no activity against (Aspergillus flavus) fungus.