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العنوان
Utility of C-Alkyl hydrazonoyl bromides in the synthesis of heterocyclic compounds with expected biological activities /
الناشر
Monica Gamil Kamel Rafla ,
المؤلف
Monica Gamil Kamel Rafla
هيئة الاعداد
باحث / Monica Gamil Kamel Rafla
مشرف / Hamed Abdelrheem Ead
مشرف / Fatma Mohamed Saleh
مناقش / Hamed Abdelrheem Ead
تاريخ النشر
2020
عدد الصفحات
119 P . :
اللغة
الإنجليزية
الدرجة
ماجستير
التخصص
Organic Chemistry
تاريخ الإجازة
16/11/2020
مكان الإجازة
جامعة القاهرة - كلية العلوم - Chemistry
الفهرس
Only 14 pages are availabe for public view

from 139

from 139

Abstract

English summary The present thesis outlines the utility of C-alkyl hydrazonoyl bromide in the synthesis of heterocyclic compounds. The first part of the thesis concerned with the synthesis of new thia- and selena- diazoles and 1,2,9-triazaspiro[4.4]non-2-en-8-ones. Treatment of a mixture of thioanilides 3a-f and N-(4-nitrophenyl)propionohydrazonoyl bromide 1 in refluxing chloroform with triethylamine afforded the corresponding thiadiazoles 6a-f (Scheme 1). Stirring of compound 10 with N-(4-nitrophenyl)propionohydrazonoyl bromide 1 in absolute ethanol in the presence of triethylamine at room temperature afforded the corresponding thiadiazole 15 (Scheme 2). In a similar manner, compound 1 reacted with methyl 2-((1,5-dimethyl-3-oxo-2-phenyl- 2,3-dihydro-1H-pyrazol-4-yl)methylene)hydrazine-1-carbodithioate 16 and methyl 2-((1,3- diphenyl-1H-pyrazol-4-yl)methylene)hydrazine-1-carbodithioate 17 in absolute ethanol in the presence of triethylamine to yield 4-((5-ethyl-3-(4-nitrophenyl)-1,3,4-thiadiazol-2(3H)-ylidene)- hydrazono)methyl)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one 18 and 2-((1,3- diphenyl-1H-pyrazol-4-yl)methylene)hydrazono)-5-ethyl-3-(4-nitrophenyl)-2,3-dihydro-1,3,4- thiadiazole 19, respectively (Scheme 3). Also, methyl cyclocarbodithioates 20-23 were treated with N-(4-nitrophenyl)- propionohydrazonoyl bromide 1 in ethanolic triethylamine solution to afford the corresponding 1,3,4-thiadiazole 24-27 (Scheme 4).