-OXOANILIDE AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: A NEW SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED PYRIDINES, PYRANS AND PYRIMIDINES
HUSSEIN, A., KHAMES, A., EL-ADASY, A., EL-TAWEEL, S. (2011). -OXOANILIDE AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: A NEW SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED PYRIDINES, PYRANS AND PYRIMIDINES. EKB Journal Management System, 22(Issue 2-A), 181-192. doi: 10.21608/absb.2011.7026
ABDEL HALEEM M. HUSSEIN; AHMED A. KHAMES; ABU-BAKR A. EL-ADASY; S. A. EL-TAWEEL. "-OXOANILIDE AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: A NEW SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED PYRIDINES, PYRANS AND PYRIMIDINES". EKB Journal Management System, 22, Issue 2-A, 2011, 181-192. doi: 10.21608/absb.2011.7026
HUSSEIN, A., KHAMES, A., EL-ADASY, A., EL-TAWEEL, S. (2011). '-OXOANILIDE AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: A NEW SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED PYRIDINES, PYRANS AND PYRIMIDINES', EKB Journal Management System, 22(Issue 2-A), pp. 181-192. doi: 10.21608/absb.2011.7026
HUSSEIN, A., KHAMES, A., EL-ADASY, A., EL-TAWEEL, S. -OXOANILIDE AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: A NEW SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED PYRIDINES, PYRANS AND PYRIMIDINES. EKB Journal Management System, 2011; 22(Issue 2-A): 181-192. doi: 10.21608/absb.2011.7026

-OXOANILIDE AS BUILDING BLOCKS IN HETEROCYCLIC SYNTHESIS: A NEW SYNTHESIS OF POLYFUNCTIONALLY SUBSTITUTED PYRIDINES, PYRANS AND PYRIMIDINES

Al-Azhar Bulletin of Science
Article 15, Volume 22, Issue 2-A, December 2011, Page 181-192  XML PDF (180.54 K)
Document Type: Original Article
DOI: 10.21608/absb.2011.7026
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Authors
ABDEL HALEEM M. HUSSEIN* ; AHMED A. KHAMES; ABU-BAKR A. EL-ADASY; S. A. EL-TAWEEL
Department of Chemistry, Faculty of Science, Al-Azhar University, Assiut 71524, Egypt
Abstract
β-Oxoanilide 1 reacted with acetyl isothiocyanate and ethoxycarbonyl isothiocyanate to givepyridine derivatives 6a,b and pyrimidinethiol 8 respectively. While with arylidine malononitrile gave the pyran derivative 12. Similarly, treatment of 1 with arylidine cyanoacetamide or arylidine cyanothioacetamide afforded the pyridine derivatives 13a,b, 14a,b respectively. Condensation of 1 with aromatic aldehyde obtained the cyclohexenones 19a-c. The reaction of 1 with a mixture of aromatic aldehyde and urea or thiourea gave the pyrimidine derivatives 23a,b. Treatment of compound 1 with arylidine acetophenone yield the cyclohexene derivatives 26a,b. Reaction of 1 with a mixture of ethyl cyanoacetate and sulfur yield the thiophene derivative 27. Which was reacted with formamide, potassium thiocyanate and hydrazine to afford the thienopyrimidines 28, 29 and the hydrazide derivative 30. respectively.
Keywords
OXOANILIDE; HETEROCYCLIC SYNTHESIS
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