109309-00-4Relevant academic research and scientific papers
Cycloaracylation of Enamines,II. - Synthesis of 1-Amino-4-quinolone-3-carboxylic Acids
Grohe, Klaus,Heitzer, Helmut
, p. 871 - 880 (2007/10/02)
The 2-benzoyl-3-hydrazinoacrylic esters 3, 11, 17, and 23 are obtained by the reactions of 2-chloro-5-nitrobenzoyl chloride (1) with the enehydrazinocarboxylic esters 2 and 2-benzoyl-3-ethoxyacrylic esters 9 with hydrazine derivatives 10, 16, and 22.After cyclocondensation, the above esters afford 1-aminoquinolonecarboxylic esters 4, 12, 18, and 24, which are hydrolyzed to give the corresponding 1-aminoquinolonecarboxylic acids 5, 13, 19, and 26.The 1-amino-7-haloquinolonecarboxylic acids 13a-f, 19a-f, and 26b react with aliphatic amines to afford 1,7-diaminoquinolonecarboxylic acids 30c-m, which possess a high level of bactericidal activity.
