Salicylic Acid as a Bio-Based, Natural and Versatile Catalyst for Green, Solvent-Free and One-Pot Biginelli Synthesis of 3,4-Dihydropyrimidin-2-(1H)-one/thione Derivatives

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dc.citation.epage144
dc.citation.issue2
dc.citation.spage136
dc.contributor.affiliationIslamic Azad University
dc.contributor.authorMohamadpour, Farzaneh
dc.coverage.placenameЛьвів
dc.coverage.placenameLviv
dc.date.accessioned2020-03-02T12:28:10Z
dc.date.available2020-03-02T12:28:10Z
dc.date.created2019-02-28
dc.date.issued2019-02-28
dc.description.abstractРозроблено одностадійний «зелений метод» синтезу у відсутності розчинника екологічно безпечних, біоло- гічно активних похідних 3,4-дигідропіримідин-2-(1Н)-ону/тіону за допомогою трикомпонентної реакції конденсації Біджінеллі β-кетоестерів (метил або етил ацетоацетат), ароматичного альдегіду (похідна бензальдегиду) і сечовини або тіосечовини з використанням саліцилової кислоти як природного та універ- сального біо-каталізатора. Показано, що перевагами такого синтезу є природний, простий у використанні, «зелений» біо- каталізатор, легкий процес оброблення, відсутність шкідливих органічних розчинників, високі виходи, одностадійність та короткий час реакції. Для одержаних продуктів визначено температури топлення і проведено 1H ЯМР аналіз.
dc.description.abstractA green synthetic route for eco-safe and solvent-free preparation of biologically active 3,4- dihydropyrimidin-2-(1H)-ones/thiones derivatives via one-pot, three-component Biginelli condensation reaction of β-keto esters (methyl or ethyl acetoacetate), aromatic aldehyde (benzaldehyde derivatives) and urea or thiourea have been developed using a salicylic acid as a bio-based, natural and versatile catalyst. The notable advantages of this green approach are use of the bio-based, natural, easyto- handle and readily green catalyst, easy work-up process, absence of hazardous organic solvents, solventfree conditions with high to excellent yields and short reaction times and one-pot reactions. The products have been characterized by melting points and 1H NMR spectroscopy.
dc.format.extent136-144
dc.format.pages9
dc.identifier.citationMohamadpour F. Salicylic Acid as a Bio-Based, Natural and Versatile Catalyst for Green, Solvent-Free and One-Pot Biginelli Synthesis of 3,4-Dihydropyrimidin-2-(1H)-one/thione Derivatives / Farzaneh Mohamadpour // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2019. — Vol 13. — No 2. — P. 136–144.
dc.identifier.citationenMohamadpour F. Salicylic Acid as a Bio-Based, Natural and Versatile Catalyst for Green, Solvent-Free and One-Pot Biginelli Synthesis of 3,4-Dihydropyrimidin-2-(1H)-one/thione Derivatives / Farzaneh Mohamadpour // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2019. — Vol 13. — No 2. — P. 136–144.
dc.identifier.urihttps://ena.lpnu.ua/handle/ntb/46466
dc.language.isoen
dc.publisherВидавництво Львівської політехніки
dc.publisherLviv Politechnic Publishing House
dc.relation.ispartofChemistry & Chemical Technology, 2 (13), 2019
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dc.relation.referencesen7. Wisen S., Androsavich J., Evans C. et al., Bioorganic. Med. Chem. Lett., 2008, 18, 60. https://doi.org/10.1016/j.bmcl.2007.11.027
dc.relation.referencesen8. Heys L., Moore C., Murphy P., Chem. Soc. Rev., 2000, 29, 57. https://doi.org/10.1039/a903712h
dc.relation.referencesen9. AshokM., Holla B., Kumar N., Eur. J. Med. Chem., 2007, 42, 380. https://doi.org/10.1016/j.ejmech.2006.09.003
dc.relation.referencesen10. Hurst E., Hull R., J. Med. Chem., 1961, 3, 215. https://doi.org/10.1021/jm50015a002
dc.relation.referencesen11. Magerramow A., KurbanovaM., Abdinbekova R. et al., Russ. J. Appl. Chem., 2006, 79, 787. https://doi.org/10.1134/S107042720605017X
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dc.relation.referencesen15. Kumar A., Maurya R., Tetrahedron Lett., 2007, 48, 4569. https://doi.org/10.1016/j.tetlet.2007.04.130
dc.relation.referencesen16. Lai J., SharmaM., Gupta S. et al., J. Mol. Catal A, 2012, 352, 31. https://doi.org/10.1016/j.molcata.2011.09.009
dc.relation.referencesen17. LitvicM., Vecani I., Ladisic Z. et al., Tetrahedron, 2010, 66, 3463. https://doi.org/10.1016/j.tet.2010.03.024
dc.relation.referencesen18. Ahmad B., Khan R., Habibullah A., Keshai M., Tetrahedron Lett., 2009, 50, 2889. https://doi.org/10.1016/j.tetlet.2009.03.177
dc.relation.referencesen19. Kamal A., Krishnaji T., Azhar M., Catal. Commun., 2007, 8, 1929. https://doi.org/10.1016/j.catcom.2007.03.009
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dc.relation.referencesen21. Zhang Y., Wang B., Zhang X. et al.:Molecules., 2015, 20, 3811. https://doi.org/10.3390/molecules20033811
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dc.relation.urihttps://doi.org/10.1002/ptr.5377
dc.relation.urihttps://doi.org/10.1099/0022-1317-67-10-2135
dc.relation.urihttps://doi.org/10.1016/j.ejmech.2007.04.004
dc.relation.urihttps://doi.org/10.1083/jcb.150.5.975
dc.relation.urihttps://doi.org/10.1016/j.bmcl.2007.11.027
dc.relation.urihttps://doi.org/10.1039/a903712h
dc.relation.urihttps://doi.org/10.1016/j.ejmech.2006.09.003
dc.relation.urihttps://doi.org/10.1021/jm50015a002
dc.relation.urihttps://doi.org/10.1134/S107042720605017X
dc.relation.urihttps://doi.org/10.1021/np049958o
dc.relation.urihttps://doi.org/10.1016/j.tetlet.2009.02.162
dc.relation.urihttps://doi.org/10.1016/j.tetlet.2012.03.023
dc.relation.urihttps://doi.org/10.1016/j.tetlet.2007.04.130
dc.relation.urihttps://doi.org/10.1016/j.molcata.2011.09.009
dc.relation.urihttps://doi.org/10.1016/j.tet.2010.03.024
dc.relation.urihttps://doi.org/10.1016/j.tetlet.2009.03.177
dc.relation.urihttps://doi.org/10.1016/j.catcom.2007.03.009
dc.relation.urihttps://doi.org/10.3390/molecules20033811
dc.relation.urihttps://doi.org/10.1016/j.arabjc.2014.05.007
dc.relation.urihttps://doi.org/10.1016/j.jtusci.2014.03.005
dc.relation.urihttps://doi.org/10.1002/jlac.18500750103
dc.relation.urihttps://doi.org/10.1007/s40995-016-0122-8
dc.relation.urihttps://doi.org/10.1007/s11164-016-2565-0
dc.relation.urihttps://doi.org/10.1007/s40995-016-0049-0
dc.relation.urihttps://doi.org/10.1007/s13738-016-0871-5
dc.rights.holder© Національний університет „Львівська політехніка“, 2019
dc.rights.holder© Mohamadpour F., 2019
dc.subjectсаліцилова кислота
dc.subjectприродний біо- каталізатор
dc.subjectпохідні 3
dc.subject4-дигідропіримідин-2-(1H)-ону/тіону
dc.subjectреакція конденсації Біджінеллі
dc.subjectвідсутність розчинника
dc.subjectsalicylic acid
dc.subjectbio-based and natural catalyst
dc.subject3
dc.subject4-dihydropyrimidin-2-(1H)-ones/thiones derivatives
dc.subjectBiginelli condensation reaction
dc.subjectsolvent-free conditions
dc.titleSalicylic Acid as a Bio-Based, Natural and Versatile Catalyst for Green, Solvent-Free and One-Pot Biginelli Synthesis of 3,4-Dihydropyrimidin-2-(1H)-one/thione Derivatives
dc.title.alternativeСаліцилова кислота як природний і універсальний біо-каталізатор для одностадійного “зеленого” синтезу у відсутності розчинника похідних 3,4-дигідропіримідин-2-(1Н)-ону/тіону
dc.typeArticle

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Chemistry & Chemical Technology. – 2019. – Vol. 13, No. 2