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B-Oxo anilides in heterocyclic synthesis: Synthesis of tri- and tetracyclic heteroaromatic containing a bridgehead nitrogen atom

Abdel H. M. Hussein, Mohamed S. El-Gaby, Fathi Abu-Shanab and Mohamed A. M. Abdel-Raheim

Org. Commun. (2009), 2:3 ; 66-71

Department of Chemistry, Faculty of Science, Al Azhar University, Assiut,  71524, Egypt

Abstract:New heterocyclic compounds were synthesized using N-(benzo[d]thiazol-2-yl)-3-oxobutanamide (1) as starting material. The condensation of 1 with DMF-DMA by refluxing in xylene gave 3-Acetyl-2H-pyrimido[2,1-b][1,3]benzothiazol-2-one (3). Compound 3 was reacted with 2-cyanoethanethioamide, malononitrile, malononitrile/S, phenylhydrazine, and hydrazine  to give new azoloazine derivatives

Keywords: Pyrimido[2,1-b][1,3]benzothiazol-2-one;benzo[d]pyrido[2',3':4,5]pyrimido[2,1-][1,3]thiazole-3-carbonitrile;  pyrazolo[3',4':4,5]pyrimido[2,1-b][1,3] thiazole