436101-92-7

Upstream product

• 53977-49-4 1-ethyl-1,4-dihydro-7-fluoro-4-oxoquinoline-3-carboxylic acid 
• 100-46-9 benzylamine 
• 216986-75-3 4-cyclopropylimino-1-ethyl-7-fluoro-1,4-dihydroquinoline-3-carboxylic acid 
• 216986-62-8 1-ethyl-4-ethylimino-7-fluoro-1,4-dihydroquinoline-3-carboxylic acid 
• 213454-52-5 1-Ethyl-4-[(E)-ethylimino]-7-fluoro-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

1-Alkyl-1,4-dihydro-4-iminoquinoline-3-carboxylic acids: Synthesis, structure and properties

1-Alkyl-1,4-dihydro-4-iminoquinoline-3-carboxylates undergo neutral hydrolysis (in H2O or H2O-EtOH mixtures) to yield water-soluble 4-iminoquinoline-3-carboxylic acids and the corresponding 4-oxo esters. Such 4-imino acids are also accessed by treating an appropriate 1-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid successively with thionyl chloride and an amine-H2O mixture, or from treatment of a 4-imino ester salt with aqueous amine. In the latter procedures 7-fluoro substituted substrates gave rise to 7-alkylamino derivatives even at room temperature. The title compounds are inferred to have an intramolecularly H-bonded charge transfer structure, and some of their chemical reactions and spectral (HRMS, 1H NMR) properties are described.