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Reaction of Anthranilonitrile with Some Active Methylene Reagents: Synthesis of Some New Quinoline and Quinazoline Derivatives

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Anthranilonitrile (1) reacts with ethyl cyanoacetate and its dimer, malononitrile, cyanothioacetamide and N-arylidene cyanoacetohydrazides 12a–c to afford pyrano[2,3-b]quinoline 5, cyanomethyl-quinazoline 10, pyrazolo[2,3-a]quinazoline 12 and triazolo[4,3-a]-quinoline derivatives 16a–c, respectively. Structures and conceivable mechanisms are discussed.

Keywords: Anthranilonitrile; cyanacetohydrazide; quinazoline; quinoline

Document Type: Research Article

Affiliations: Chemistry Department, Faculty of Science, Cairo University, Giza, Egypt

Publication date: 01 January 2005

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