Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst
At first, potassium 2-oxoimidazolidine-1,3-diide (POImD) was prepared of stirring a mixture of imidazolidin-2-one, KOH and H2O overnight. Then, Potassium 2-oxoimidazolidine-1,3-diide was used as a green, novel, fast, efficient and mild catalyst for the synthesis of bis coumarinyl methanes via a one-...
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Iranian Chemical Science and Technologies Association
2019-02-01
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Series: | Chemical Review and Letters |
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Online Access: | http://www.chemrevlett.com/article_85819_4026844f79146c64c27001b0242653c5.pdf |
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author | Mohammad Nikpassand Leila Zare Fekri |
author_facet | Mohammad Nikpassand Leila Zare Fekri |
author_sort | Mohammad Nikpassand |
collection | DOAJ |
description | At first, potassium 2-oxoimidazolidine-1,3-diide (POImD) was prepared of stirring a mixture of imidazolidin-2-one, KOH and H2O overnight. Then, Potassium 2-oxoimidazolidine-1,3-diide was used as a green, novel, fast, efficient and mild catalyst for the synthesis of bis coumarinyl methanes via a one-pot reaction of one equivalent of various aromatic aldehydes and two equivalents of 4-hydroxycoumarin at room temperature in aqueous media. All reactions are performed in the absence of organic solvent in high to excellent yield during short reaction time. The procedure was readily conducted and affords remarkable advantages such as simple work-up, green media and eco-friendly procedure. The catalyst was recovered and reused. Apart from the mild conditions of the process and its excellent results, the simplicity of product isolation and the possibility to recycle the catalyst offer a significant advantage. To the best of our knowledge this is the first report on synthesis of POImD. All of synthesized compounds were characterized by IR, 1H and 13C NMR spectroscopy and elemental analyses. |
first_indexed | 2024-12-14T02:42:07Z |
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id | doaj.art-142aff324f574c25953775d517065986 |
institution | Directory Open Access Journal |
issn | 2676-7279 2645-4947 |
language | English |
last_indexed | 2024-12-14T02:42:07Z |
publishDate | 2019-02-01 |
publisher | Iranian Chemical Science and Technologies Association |
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series | Chemical Review and Letters |
spelling | doaj.art-142aff324f574c25953775d5170659862022-12-21T23:19:59ZengIranian Chemical Science and Technologies AssociationChemical Review and Letters2676-72792645-49472019-02-012171210.22034/crl.2019.8581985819Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalystMohammad Nikpassand0Leila Zare Fekri1aDepartment of Chemistry, Rasht Branch, Islamic Azad University, Rasht, IranbDepartment of Chemistry, Payame Noor University, PO Box 19395-3697 Tehran, IranAt first, potassium 2-oxoimidazolidine-1,3-diide (POImD) was prepared of stirring a mixture of imidazolidin-2-one, KOH and H2O overnight. Then, Potassium 2-oxoimidazolidine-1,3-diide was used as a green, novel, fast, efficient and mild catalyst for the synthesis of bis coumarinyl methanes via a one-pot reaction of one equivalent of various aromatic aldehydes and two equivalents of 4-hydroxycoumarin at room temperature in aqueous media. All reactions are performed in the absence of organic solvent in high to excellent yield during short reaction time. The procedure was readily conducted and affords remarkable advantages such as simple work-up, green media and eco-friendly procedure. The catalyst was recovered and reused. Apart from the mild conditions of the process and its excellent results, the simplicity of product isolation and the possibility to recycle the catalyst offer a significant advantage. To the best of our knowledge this is the first report on synthesis of POImD. All of synthesized compounds were characterized by IR, 1H and 13C NMR spectroscopy and elemental analyses.http://www.chemrevlett.com/article_85819_4026844f79146c64c27001b0242653c5.pdfcoumarinpotassium 2-oxoimidazolidine-13-diidemulticomponent reaction4-hydroxycoumarin |
spellingShingle | Mohammad Nikpassand Leila Zare Fekri Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst Chemical Review and Letters coumarin potassium 2-oxoimidazolidine-1 3-diide multicomponent reaction 4-hydroxycoumarin |
title | Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst |
title_full | Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst |
title_fullStr | Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst |
title_full_unstemmed | Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst |
title_short | Synthesis of bis coumarinyl methanes using of potassium 2-oxoimidazolidine-1,3-diide as a novel, efficient and reusable catalyst |
title_sort | synthesis of bis coumarinyl methanes using of potassium 2 oxoimidazolidine 1 3 diide as a novel efficient and reusable catalyst |
topic | coumarin potassium 2-oxoimidazolidine-1 3-diide multicomponent reaction 4-hydroxycoumarin |
url | http://www.chemrevlett.com/article_85819_4026844f79146c64c27001b0242653c5.pdf |
work_keys_str_mv | AT mohammadnikpassand synthesisofbiscoumarinylmethanesusingofpotassium2oxoimidazolidine13diideasanovelefficientandreusablecatalyst AT leilazarefekri synthesisofbiscoumarinylmethanesusingofpotassium2oxoimidazolidine13diideasanovelefficientandreusablecatalyst |