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Synthetic utility of enaminoester moiety in heterocyclic synthesis
Hassan Mohamed Fawzy Madkour (1)
, Ameen Abd El-Maksode Afify (2) , Abdelaal Alameddin Abdallaha (3) , Galal Abd Elmegeed Elsayed (4) , Marwa Sayed Salem (5,*) (1) Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
(2) Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
(3) Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
(4) Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
(5) Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
(*) Corresponding Author
Received: 12 Apr 2010 | Revised: 21 Jul 2010 | Accepted: 24 Jul 2010 | Published: 22 Dec 2010 | Issue Date: December 2010
Abstract
Thieno[2,3-b]pyridine-2-carboxylate was utilized to construct a variety of new heterocyclic systems such as thienopyrimidinone, thienopyridine and pyridothienoxazinone derivatives. Treatment of pyridothienoxazinone derivative with some other nitrogen nucleophiles afforded 3-substituted-pyridothienopyramidinone derivatives. Secondary amines such as morpholine, piperidine and N-methylaniline reacted smoothly with the oxazinone derivative. When the oxazinone derivative was allowed to react with ethanol containing few drops of pyridine or formamide as a basic catalyst and heated to reflux, afforded thienopyridine ester. All the compounds were fully characterized by means of IR, MS, 1H NMR spectra and elemental analyses.
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DOI: 10.5155/eurjchem.1.4.352-359.61
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Citations
[1]. Marwa S. Salem, Sameh I. Sakr, Waled M. El-Senousy, Hassan M. F. Madkour
Synthesis, Antibacterial, and Antiviral Evaluation of New Heterocycles Containing the Pyridine Moiety
Archiv der Pharmazie 346(10), 766, 2013
DOI: 10.1002/ardp.201300183
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DOI Link: https://doi.org/10.5155/eurjchem.1.4.352-359.61
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