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العنوان
Chemical Studies On Some Nitrogen- Containing Heterocycles /
المؤلف
Abd El-Satar, Samah Mahmoud.
هيئة الاعداد
باحث / سماح محمود عبدالستار رمضان
مشرف / عبدالغنى على العجمى،
مشرف / صلاح زكى احمد سويلم،
مشرف / سامى بيومى سعيد.
الموضوع
Nitrogen- Containing Heterocycles.
تاريخ النشر
2011.
عدد الصفحات
126, I-XII p. :
اللغة
الإنجليزية
الدرجة
ماجستير
التخصص
الكيمياء
تاريخ الإجازة
1/1/2011
مكان الإجازة
جامعة المنصورة - كلية العلوم - Department of Chemistry
الفهرس
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Abstract

3-Aryl-2-cyanoacrylamide (3) has been used as a starting material to prepare some derivatives of fused pyrimidine. Compound 3 was prepared by reacting cyanoacetylurea (1) with different aldehydes (2) in refluxing glacial acetic acid. Also, coupling of aromatic diazonium salts with cyanoacetylurea (1) gave , 2-(1-aryldiazene-2-yl)cyanoacetylurea (4). The hydrazo derivative 4 was suggested over possible azo analogue 5 based on the spectroscopic data . Compound 4 used to prepare pyrazole and triazapine derivatives . Fused pyrimidine derivative 9 was prepared from the reaction of 1 with aminobenzimidazole (6) and triethyl orthoformate was prepared in hot dry xylene.Aminopyridone 12 was prepared by the reaction of 1-(p-chlorophenyl)-2-ureidocarbonylacrylonitriles (3a) with cyanoacetohydrazide (10) and drops of triethylamine in absolute ethanol to affored a new compound 12.When compound 12 was refluxed in dimethylformamide, , a new product pyridopyrimidinetrione (13) has been obtained . Compound 13 could be also obtained in a one pot-reaction by refluxing 3a with two moles of cyanoacethydrazide (10) in dimethylformamide .The reaction of 3a with 8-hydroxyquinoline in absolute ethanol and in the presence of a catalytic amount of piperidine to give 16. A similar reaction of 3a with α-naphthol gave naphtha[1,2-b]pyran 18 then gave 19 by ammonia elimination .Similar to the formation of 3a with resorcinol, structure 22 product. 2-(1-(4-Chlorophenyl)-diazene-2-yl)cyanoacetylurea 4a reacted with chloroacetonitrile in triethylamine resulted in the formation of pyrazolopyrimidines 25a. Similarly , compound 25b was formed by 2-(1-(4-methoxyphenyl)-diazene-2-yl)cyanoacetylurea 4b with chloroacetonitrile in triethylamine. The triazapine 28 was also prepared from the reaction of 2-(1-(4-chlorophenyl)-diazene-2-yl)cyanoacetylurea (4a) with ethyl chloroacetate or ethyl bromoacetate in triethylamine. Part II: α,α-diamino-β-cyano-β-arylazoethylene (31a-d) was obtained heating the arylazomalononitriles (30a-d) with piperidine or morphiline. Compounds 31a,b was prepared by reacting arylazomalononitriles 30a,b with piperidine or morpholine. Also, reaction of arylazomalononitriles 30c,d with piperidine or morpholine in absolute ethanol gave the corresponding enediamines 31c,d .Compound 34a-d was found identical with those obtained from reaction of 30a-d with hydrazines,