European Journal of Chemistry 2010, 1(4), 352-359 | doi: https://doi.org/10.5155/eurjchem.1.4.352-359.61 | Get rights and content






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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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Keywords


Thienopyridine; Thienopyrimidine; Enaminoester

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DOI: 10.5155/eurjchem.1.4.352-359.61

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[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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How to cite


Madkour, H.; Afify, A.; Abdallaha, A.; Elsayed, G.; Salem, M. Eur. J. Chem. 2010, 1(4), 352-359. doi:10.5155/eurjchem.1.4.352-359.61
Madkour, H.; Afify, A.; Abdallaha, A.; Elsayed, G.; Salem, M. Synthetic utility of enaminoester moiety in heterocyclic synthesis. Eur. J. Chem. 2010, 1(4), 352-359. doi:10.5155/eurjchem.1.4.352-359.61
Madkour, H., Afify, A., Abdallaha, A., Elsayed, G., & Salem, M. (2010). Synthetic utility of enaminoester moiety in heterocyclic synthesis. European Journal of Chemistry, 1(4), 352-359. doi:10.5155/eurjchem.1.4.352-359.61
Madkour, Hassan, Ameen Abd El-Maksode Afify, Abdelaal Alameddin Abdallaha, Galal Abd Elmegeed Elsayed, & Marwa Sayed Salem. "Synthetic utility of enaminoester moiety in heterocyclic synthesis." European Journal of Chemistry [Online], 1.4 (2010): 352-359. Web. 27 Nov. 2020
Madkour, Hassan, Afify, Ameen, Abdallaha, Abdelaal, Elsayed, Galal, AND Salem, Marwa. "Synthetic utility of enaminoester moiety in heterocyclic synthesis" European Journal of Chemistry [Online], Volume 1 Number 4 (22 December 2010)

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DOI Link: https://doi.org/10.5155/eurjchem.1.4.352-359.61

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