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العنوان
Alkylations Of 2-Pyridinione Derivative For Synthesis A Novel Helerocyclic Compounds With Anticipated Biological Activity /
المؤلف
El-Bayaa, Mohamed Nagah Abd Alla.
هيئة الاعداد
باحث / Mohamed Nagah Abd Alla El-Bayaa
مشرف / Farag A. El-Essawy
مشرف / Mohamed A. Hawata
مناقش / Mohamed A. Hawata
الموضوع
Chemistry, Organic
تاريخ النشر
2013 .
عدد الصفحات
152 p. :
اللغة
الإنجليزية
الدرجة
ماجستير
التخصص
Organic Chemistry
تاريخ الإجازة
15/1/2013
مكان الإجازة
جامعة المنوفية - كلية العلوم - Chemistry Departmentز
الفهرس
Only 14 pages are availabe for public view

from 152

from 152

Abstract

In the present investigation, the 2-pyridinone derivative was
synthesized by treatment of acetyl acetone with cyanoacetamide in presence
of base. 4,6-Dimethyl-2-oxo-1,2-dihyDROPyridine-3-carbonitrile (22) was
alkylated, after its treatment with 60% sodium hydride in anhydrous N,Ndimethylformamide,
with 2-chloroacetonitril to give two alkylated
derivatives, O- and N-alkyl 139 and 140 respectively. The O- and N-alkylated
derivative were separated by column chromatography with ethyl acetate :
chloroform (1:10) as eluent to give 139 and 140 in 49 %, 34% respectively.
The derivative 139 was cyclized, by its treatment with sodium ethoxide in
absolute ethanol to afford the furopyridine derivative 141. The N-alkylated
140 was allowed to react with phenylisothiocyanat in presence of divided
sulfur, according to the reported method,25 to give the N-pyridothiazol 142.
On the other hand, when 22 was reacted with acrylonitril in presence of
triethylamine afforded 1-(2-cyanoethyl)-4,6-dimethyl-2-oxo-1,2-
dihyDROPyridine-3-carbonitrile (143) in good yield 95 %. Also, to synthesized
1-[(4-amino-3-phenyl-2-thioxo-2,3-dihydro-1,3-thiazol-5-yl)methyl]-4,6-
dimethyl-2-oxo-1,2-dihyDROPyridine-3-carbonitrile (144) by reaction of 143
with PhNCS/S under the same condition used for synthesized derivative 142.
(scheme 1).
Part.