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Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction

Knoevenagel condensation reaction (KCR) and Pechmann condensation reaction are the simplest and most widely used method to synthesize various substituted coumarins. The compounds such as 3–acetylcoumarin, 3–acetyl–7–(diethylamino)coumarin, and 7–(diethylamino)–3–(1–oxobutyl)coumarin were synthesized...

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Main Authors: Kok, Tong Wong, Basar, Norazah
Format: Article
Language:English
Published: Penerbit UTM Press 2012
Subjects:
Q Science (General)
QA Mathematics
Online Access:http://eprints.utm.my/id/eprint/31657/2/NorazahBasar2012_CoumarinsViaKnoevenagelCondensationReaction.pdf
http://eprints.utm.my/id/eprint/31657/
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spelling my.utm.316572017-11-01T04:17:12Z http://eprints.utm.my/id/eprint/31657/ Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction Kok, Tong Wong Basar, Norazah Q Science (General) QA Mathematics Knoevenagel condensation reaction (KCR) and Pechmann condensation reaction are the simplest and most widely used method to synthesize various substituted coumarins. The compounds such as 3–acetylcoumarin, 3–acetyl–7–(diethylamino)coumarin, and 7–(diethylamino)–3–(1–oxobutyl)coumarin were synthesized by KCR method which involved the condensation of salicylaldehyde or 4–(diethylamino)salicylaldehyde with ethyl acetoacetate, 4–(diethylamino)– salicylaldehyde with ethyl butyrylacetate in the presence of dimethylamine as a catalyst. Meanwhile, 7–hydroxy–4–methylcoumarin, 4–methyl–2H–benzo[h]chromen–2–one, 7–hydroxy–4,8–dimethyl– coumarin, 7–hydroxy–4–propylcoumarin, 4–propyl–2H–benzo[h]chromen–2–one, 7–hydroxy–8–methyl–4–propylcoumarin and 7,8–dihydroxy–4–propylcoumarin were synthesized through Pechmann condensation reaction by condensation of resorcinol, 1–napthol or 2–methylresorcinol with ethyl acetoacetate, and resorcinol, 1–napthol, 2–methylresorcinol or pyrogallol with ethyl butyrylacetate, respectively in the presence of sulphuric acid as a catalyst. All compounds were characterized by spectroscopic techniques using infrared (IR), proton and carbon nuclear magnetic resonance (1H and 13C NMR). Penerbit UTM Press 2012-03 Article PeerReviewed application/pdf en http://eprints.utm.my/id/eprint/31657/2/NorazahBasar2012_CoumarinsViaKnoevenagelCondensationReaction.pdf Kok, Tong Wong and Basar, Norazah (2012) Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction. Jurnal Teknologi, 57 (1). pp. 83-98. ISSN 2180-3722 DOI:10.11113/jt.v57.1525
institution Universiti Teknologi Malaysia
building UTM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Teknologi Malaysia
content_source UTM Institutional Repository
url_provider http://eprints.utm.my/
language English
topic Q Science (General)
QA Mathematics
spellingShingle Q Science (General)
QA Mathematics
Kok, Tong Wong
Basar, Norazah
Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction
description Knoevenagel condensation reaction (KCR) and Pechmann condensation reaction are the simplest and most widely used method to synthesize various substituted coumarins. The compounds such as 3–acetylcoumarin, 3–acetyl–7–(diethylamino)coumarin, and 7–(diethylamino)–3–(1–oxobutyl)coumarin were synthesized by KCR method which involved the condensation of salicylaldehyde or 4–(diethylamino)salicylaldehyde with ethyl acetoacetate, 4–(diethylamino)– salicylaldehyde with ethyl butyrylacetate in the presence of dimethylamine as a catalyst. Meanwhile, 7–hydroxy–4–methylcoumarin, 4–methyl–2H–benzo[h]chromen–2–one, 7–hydroxy–4,8–dimethyl– coumarin, 7–hydroxy–4–propylcoumarin, 4–propyl–2H–benzo[h]chromen–2–one, 7–hydroxy–8–methyl–4–propylcoumarin and 7,8–dihydroxy–4–propylcoumarin were synthesized through Pechmann condensation reaction by condensation of resorcinol, 1–napthol or 2–methylresorcinol with ethyl acetoacetate, and resorcinol, 1–napthol, 2–methylresorcinol or pyrogallol with ethyl butyrylacetate, respectively in the presence of sulphuric acid as a catalyst. All compounds were characterized by spectroscopic techniques using infrared (IR), proton and carbon nuclear magnetic resonance (1H and 13C NMR).
format Article
author Kok, Tong Wong
Basar, Norazah
author_facet Kok, Tong Wong
Basar, Norazah
author_sort Kok, Tong Wong
title Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction
title_short Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction
title_full Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction
title_fullStr Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction
title_full_unstemmed Coumarins via knoevenagel condensation reaction (KCR) and pechmann condesation reaction
title_sort coumarins via knoevenagel condensation reaction (kcr) and pechmann condesation reaction
publisher Penerbit UTM Press
publishDate 2012
url http://eprints.utm.my/id/eprint/31657/2/NorazahBasar2012_CoumarinsViaKnoevenagelCondensationReaction.pdf
http://eprints.utm.my/id/eprint/31657/
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score 13.211869

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