Research Article
Design, Efficient Synthesis and Antimicrobial Evaluation of Some Novel Pyrano[2, 3-b][1, 8]Naphthyridine and Pyrrolo [2,3-f][1,8] Naphth- yridine Derivatives
Author(s): Nadia Ali Ahmed Elkanzi*, Amira A Ghoneim and Rania B Bakr
Reaction of Ethyl 5,7-diamino-3,4,8, 8a-tetrahydro-2H-pyrano[2, 3-b]pyridine-6-carboxylate (5) with acetonitrile and acetic acid afforded the
corresponding 5,8-diamino-3,4,10,10a-tetrahydro-2H-pyrano[2,3-b][1,8]naphthyridin-6(9H)-one (6) which was reacted with phosphorus ox
chloride to give crude 7. A solution of crude 7 was added to phenyl hydrazine to afford 6-(2-phenylhydrazinyl)-3,4,10,10a-tetrahydro-2Hpyrano[
2,3-b][1,8]naphthyridine-5,8-diamine (8). Treatment of compound 8 with ethyl propiolate yielded compound 9 which was heated
under reflux to produce the corresponding ethyl 4,11-diamino-1,6,6a,8,9,10-hexahydropyrano[2,3-b]pyrrolo[2,3-f][1,8]naphthyridine-3-
carboxylate (10). Hydrolysis of the latter compound 10 with 10% sodium hydroxide afforded the acid derivative 11 which was reacted with 4-
aminobenzamidinedihydrochloride (12), benzotriazol-1-yloxytri.. Read More»
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