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العنوان
Ketonic mannich bases and related compounds as intermediates in synthesis of heterocycles of expected biological activity /
المؤلف
Jomah, Najla Faozi Ahmed.
هيئة الاعداد
باحث / Najla Faozi Ahmed Jomah
مشرف / E.M.Afsah
مشرف / A. H. Abdel-Rahman
مشرف / E. M. Keshk
الموضوع
Ketonic mannich bases.
تاريخ النشر
2012.
عدد الصفحات
293 p. :
اللغة
الإنجليزية
الدرجة
الدكتوراه
التخصص
الكيمياء
تاريخ الإجازة
1/1/2012
مكان الإجازة
جامعة المنصورة - كلية العلوم - Department of Chemistry.
الفهرس
Only 14 pages are availabe for public view

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from 293

Abstract

Synthesis of Functionalized Tetrahydro-1,2,4-Triazepines, Tetrahydro-1,4-Diazepines and Tetrahydro-1,5-Diazocines by treating sec ketonic Mannich basewith hydrazine derivative or the appropriate diamine
The Mannich reaction of the 4-(p-hydroxyphenyl)-tetrahydro-2H-1,2,4-triazepine (4d) is of particular interest, because it provides access to tetrahydro-2H-1,2,4-triazepines having a phenolic Mannich base as a structural unit. This has been achieved by treating 4d with dimethylamine or piperidine and formaldehyde to give 2-(dimethylaminomethyl)-4-(2,3,5,6-tetrahydro-2,7-diphenyl-1,2,4-triazepin-4-yl)phenol (10) or the bis-(Mannich bases) 11 and 12 depending on the molar ratio of the reactants
Som new functionalized 2-pyrazolines have been synthesized from sec-Mannich bases and α,β-unsaturated ketonic Mannich bases
The reaction sequence involves nitrosation of the ketonic sec-Mannich bases 2a, b and j to give the N-nitroso derivatives (29a-c), which were subjected to reductive cyclization to afford the 1,3-diaryl-2-pyrazolines (31a-c), respectively. Compound 31c was identical (m. p., mixed m. p. and spectral data) with an authentic sample obtained by treating the tert-Mannich base 1a with phenylhydrazine according to an earlier report
The synthesis of 4,4’-trimethylenebis[1-(β-5-(4-hydroxy-3-methoxyphenyl)-1-phenyl-2-pyrazolin-3-ylethyl)]piperidine dihydrochloride (59), has been achieved by treating 4,4’-trimethylenebis[1-(β-(4-hydroxy-3-methoxy)cinnamoylethyl)piperidine] dihydrochloride (58a) with phenylhydrazine followed by cyclization of the di(phenylhydrazone) under mild acidic conditions
The alkylation of 2-pyrazoline-5-one with bis (Mannich bases) has been investigated.
In the present study, it has been found that the reaction of 3-methyl-1-phenyl-2-pyrazolin-5-one (67) with 1,5-dimorpholino-2,4-diphenylpentan-3-one (68) [76] in a molar ratio (2:1) afforded 1,5-di(3-methyl -5-oxo-1-phenyl-4,5-dihydro-1H- pyrazol-4-yl)-3-oxo-2,4-diphenylpentane (69).