Synthesis and Characterization of Novel 4-oxo-1,4-dihydroquinoline-3-carboxamide Derivatives from Diazomethane and HCl

Subject Areas : Polymer

Navabeh Nami ¹ , Seyed Marziyeh Kazemi ²

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Received: 2015-12-28 Accepted : 2015-12-28 Published : 2015-10-01

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Abstract :

Reaction of thionyl chloride with 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4- oxoquinoline-3-carboxylic acid 1 gave acid chloride 2. Compound 2 was reacted with glycine and D-glutamic acid to afford 2-(7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4- dihydroquinoline-3-carbonyl) aminopantandioicacid 3a and 2-(7-chloro-1-cyclopropyl-6- fluoro -4- oxo-1,4-dihydroquinoline-3-carbonyl)aminoaceticacid3b. These compounds were changed to chloromethyl ketone derivatives5a-bfrom diazomethane and then HCl(g)in dry diethyl ether.