New route to 2-arylthieno[2,3-d]pyrimidin-4(3H)-ones and isolation of the unoxidized intermediates |
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Authors: | Abolghasem Davoodnia Mehdi Bakavoli Mehdi Soleimany Niloofar Tavakoli-Hoseini |
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Affiliation: | (1) Department of Chemistry, School of Sciences, Islamic Azad University, Mashhad Branch, Mashhad, 91735-413, Iran |
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Abstract: | Abstract A new route to the synthesis of 2-arylthieno[2,3-d]pyrimidin-4(3H)-ones has been developed through heterocyclization of 2-amino-4,5-dimethylthiophene-3-carboxamide with aromatic aldehydes in boiling glacial acetic acid followed by air oxidation. The unoxidized intermediates, 2-aryl-2,3-dihydrothieno[2,3-d]pyrimidin-4(1H)-ones, are isolated when the reactions are carried out either at room temperature or under a nitrogen atmosphere. Graphical Abstract ![MediaObjects/706_2008_32_Figa_HTML.gif](/content/l73tq040r32p5448/MediaObjects/706_2008_32_Figa_HTML.gif) |
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Keywords: | 2-Arylthieno[2,3-d]pyrimidin-4(3H)-ones 2-Aryl-2,3-dihydrothieno[2,3-d]pyrimidin-4(1H)-ones 2-Amino-4,5-dimethylthiophene-3-carboxamide Aromatic aldehydes Heterocyclization |
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