In this work, we have investigated the wide range of cinnolines that we can produce using the new reaction catalyzed by p-toluenesulfonic acid. The cyclization reaction takes place at room temperature in ethyl acetate. In this process, o-vinylanilines and tert-butyl nitrite are used as starting compounds and a catalytic amount of p-toluenesulfonic acid. All synthesized compounds were characterized by nuclear magnetic resonance, mass spectrometry, high- pressure liquid chromatography and infrared spectroscopy. The melting points of the solid compounds were measured.
o-Vinylanilines were synthesized from phenylacetylene and various anilines. The heterogeneous catalyst montmorillonite K-10 was used for the reaction. A model reaction was carried out to optimize the reaction conditions. The product of a side reaction was isolated and characterized as a quinoline derivative.
A model reaction for cinnoline synthesis was used to optimize the reaction conditions. We mainly focused on extraction and purification.
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