Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin

Coumarin is a natural substance isolated from different plants. It belonges to a group of benzobyrones which consists of a benzene ring joined to a pyrone nucleus. In the present research, a new series of coumarin derivatives were formed. Compound (1) (7-hydroxy-4-methyl Coumarin) was converted int...

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Main Author: Baghdad Science Journal
Format: Article
Language:English
Published: University of Baghdad, College of Science for Women 2016-06-01
Series:مجلة بغداد للعلوم
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Online Access:http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2769
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author Baghdad Science Journal
author_facet Baghdad Science Journal
author_sort Baghdad Science Journal
collection DOAJ
description Coumarin is a natural substance isolated from different plants. It belonges to a group of benzobyrones which consists of a benzene ring joined to a pyrone nucleus. In the present research, a new series of coumarin derivatives were formed. Compound (1) (7-hydroxy-4-methyl Coumarin) was converted into 4-methylquinolin-2(H) derivative (2) by reaction with acetamide, and then reaction of (2) with thiosemicarbazide in ethanol leads to the synthesize of hydrazincarbothioamide derivative (3).The reaction of (3) with ethylchloroacetate in presence of sodium acetate leads to closure ring to get [(1-(5-oxo-2-thioxoimidazolidin-1-ylimino) ethyl)]quinolin-2(1H)-one (4). Mannich bases were prepared through the reaction of (4) with primary amines to form compounds (5-6). New coumarin derivatives were characterized by their physical properties and various spectral analysis like: FTIR, 1HNMR spectra and GC-Mass spectrum for some of them.
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institution Kabale University
issn 2078-8665
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publisher University of Baghdad, College of Science for Women
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series مجلة بغداد للعلوم
spelling doaj-art-5a4b91b13bb043f69b2c5d9d08f6f5cf2025-08-20T03:33:08ZengUniversity of Baghdad, College of Science for Womenمجلة بغداد للعلوم2078-86652411-79862016-06-0113210.21123/bsj.13.2.235-243Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl CoumarinBaghdad Science JournalCoumarin is a natural substance isolated from different plants. It belonges to a group of benzobyrones which consists of a benzene ring joined to a pyrone nucleus. In the present research, a new series of coumarin derivatives were formed. Compound (1) (7-hydroxy-4-methyl Coumarin) was converted into 4-methylquinolin-2(H) derivative (2) by reaction with acetamide, and then reaction of (2) with thiosemicarbazide in ethanol leads to the synthesize of hydrazincarbothioamide derivative (3).The reaction of (3) with ethylchloroacetate in presence of sodium acetate leads to closure ring to get [(1-(5-oxo-2-thioxoimidazolidin-1-ylimino) ethyl)]quinolin-2(1H)-one (4). Mannich bases were prepared through the reaction of (4) with primary amines to form compounds (5-6). New coumarin derivatives were characterized by their physical properties and various spectral analysis like: FTIR, 1HNMR spectra and GC-Mass spectrum for some of them.http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2769": coumarin, thioxoimidazolidin, methylquinolin"
spellingShingle Baghdad Science Journal
Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin
مجلة بغداد للعلوم
": coumarin, thioxoimidazolidin, methylquinolin"
title Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin
title_full Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin
title_fullStr Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin
title_full_unstemmed Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin
title_short Synthesis and Characterization of New Mannich Bases Derived from 7-hydroxy-4-methyl Coumarin
title_sort synthesis and characterization of new mannich bases derived from 7 hydroxy 4 methyl coumarin
topic ": coumarin, thioxoimidazolidin, methylquinolin"
url http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2769
work_keys_str_mv AT baghdadsciencejournal synthesisandcharacterizationofnewmannichbasesderivedfrom7hydroxy4methylcoumarin