European Journal of Chemistry

Synthetic utility of enaminoester moiety in heterocyclic synthesis

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Published: Dec 22, 2010
DOI: https://doi.org/10.5155/eurjchem.1.4.352-359.61
Keywords:
Thienopyridine, Thienopyrimidine, Enaminoester
Section
Research Article
Issue
Vol. 1 No. 4 (2010): December 2010
Dates
Received 2010-04-12
Accepted 2010-07-21
Published 2010-12-22


Main Article Content

Hassan Mohamed Fawzy Madkour
Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
Ameen Abd El-Maksode Afify
Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
Abdelaal Alameddin Abdallaha
Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
Galal Abd Elmegeed Elsayed
Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt
Marwa Sayed Salem
Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abbasiya,Cairo, EG-11566, Egypt

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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Madkour, H. M. F.; Afify, A. A. E.-M.; Abdallaha, A. A.; Elsayed, G. A. E.; Salem, M. S. Synthetic Utility of Enaminoester Moiety in Heterocyclic Synthesis. Eur. J. Chem. 2010, 1, 352-359.

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