European Journal of Chemistry Journal homepage: www.eurjchem.com Substituted Quinolinones. Part 16. Preparation and reactions of 3‐(4‐hydroxy‐1‐methyl‐2‐oxo‐1,2‐dihydroquinolin‐3‐yl)‐3‐oxopropanoic acid

Preparation of quinolinyl‐3‐oxopropanoic acid was accomplished by hydrolysis ofpyranoquinolinedione, in aqueous alkaline medium. The chemical behavior of this β‐keto acid towards nitrosation, coupling with a diazonium salt, esterification, condensation with 2,2‐ diethoxyethanamine, hydrazinolysis, Knoevenagel condensation with isatine, salicylaldehyde, 3‐formylquinolones, and 3‐formylchromone, was investigated. Also many of the products of these reactions were obtained using either pyranoquinolinedione 1 or β‐keto acid 2, under the same conditions. Quinolin‐2(1H)‐one ‐Keto‐carboxylic acid Pyrano[3,2‐c]quinoline Knoevenagel condensation Heterocyclization reactions Organic synthesis 1