مشخصات پژوهش

The quinoline nucleus is found in natural products and synthetic compounds. They are used in fungicides, virucides, biocides, alkaloids, rubber chemicals and flavoring agents.1 In addition, these types of compounds are utilized as polymers, catalysts, corrosion inhibitors, preservatives and as solvent for resins and terpenes. Moreover, they are also useful in transition metal catalyst for uniform polymerization and luminescence chemistry.2 The bark of cinchona plant which contains quinine has been used to cure palpitations,3 fevers and tertians. Some classical reactions that are usually used to synthesize quinolines are the Skraup,4 Doebner-von Miller,5 Friedlander,6 Pfitzinger7 and Combes.8 In spite of the fact that many of these classical methods were reported decades ago, they are still commonly used to obtain pharmaceutical agents and other new quinoline derivatives.9 This article describes the preparation of 7-aminoquinolines (3a–g), using the reaction of 2-substituted vinamidinium salts (2a–g) with 1,3-diaminobenzene. The compounds were characterized using UV/Vis, IR, 1H, 13C NMR and mass spectra. Vinamidinium salts are important three-carbon synthons widely used in organic synthesis.11