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العنوان
Utility of naturally occurring khellin in heterocyclic synthesis./
الناشر
جامعة عين شمس . كلية التربية . قسم الكيمياء .
المؤلف
البحيرى ، نورا على عبدالفتاح أمين .
هيئة الاعداد
باحث / نورا على عبدالفتاح أمين البحيرى
مشرف / مجدي أحمد محمد ابراهيم
مشرف / ناصر محمد عبدالفتاح أحمد
مناقش / محمود مشالى
مناقش / داليا على
الموضوع
6-Formylkhellin, furochromones, benzofurans, nucleophilic reagents, condensation, RORC, pyrazoles, pyrimidines, Schiff bases.
تاريخ النشر
1/1/2017
عدد الصفحات
299 ص ،
اللغة
الإنجليزية
الدرجة
ماجستير
التخصص
Organic Chemistry
تاريخ الإجازة
1/1/2017
مكان الإجازة
جامعة عين شمس - كلية التربية - الكيمياء
الفهرس
Only 14 pages are availabe for public view

Abstract

The chemical reactivity of 4,9-dimethoxy-5-oxo-5H-furo[3,2-g] chromene-6-carboxaldehyde (6-formylkhellin) (1) was studied towards a diversity of nitrogen nucleophilic reagents. Reaction of carboxaldehyde 1 with some primary amines and heterocyclic amines afforded the corresponding Schiff bases. Also, the reactivity of carboxaldehyde 1 was studied towards some hydrazine derivatives namely; 7-chloro-4-hydrazinoquinoline, 3-hydrazino-5,6-diphenyl-1,2,4-triazine, N4-phenylthiosemicarbazide and S-benzyl dithiocarbazate. 6-Formylkhellin (1) underwent ring transformation upon treatment with hydroxylamine hydrochloride producing 5-hydroxy-4,9-dimethoxy-7-oxo-7H-furo[3,2-g] chromene-6-carbonitrile (22). Some pyrimidine, [1,2,4]triazolo[4,3-a] pyrimidine, tetrazolo[1,5-a]pyrimidine and diazepine derivatives linked benzofuran were efficiently synthesized. Reaction of carboxaldehyde 1 with a variety of 1,4-binucleophiles produced furochromone fused benzodiazepine, pyridotriazepine, benzoxazepine and benzothiazepine derivatives. Some unsymmetrical thiocarbohydrazone were also synthesized. Structures of the new synthesized products were deduced on the basis of their analytical and spectral data. The newly synthesized compounds were evaluated for their in vitro antibacterial activity
Keywords: 6-Formylkhellin, furochromones, benzofurans, nucleophilic reagents, condensation, RORC, pyrazoles, pyrimidines, Schiff bases.