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Paper | Regular issue | Vol 68, No. 6, 2006, pp.1163-1172
Published online, 18th April, 2006
DOI: 10.3987/COM-06-10711
Heterocycles [h]Fused onto 4-Oxoquinolines. Part I. Synthesis of 6-Oxo-6,9-dihydro[1,2,5]oxadiazolo[3,4-h]quinoline-7-carboxylic Acid N-Oxide

Yusuf M. Al-Hiari, Monther A. Khanfar, Ali M. Qaisi, Mohammad Y. Abu Shuheil, Mustafa M. El-Abadelah,* and Roland Boese

*Chemistry Department, Faculty of Science, University of Jordan, Amman, Jordan

Abstract

Ethyl 9-cyclopropyl-4-fluoro-6-oxo-6,9-dihydro[1,2,5]oxadiazolo[3,4-h]quinoline-7-carboxylate N(3)-oxide (3) is synthesized via pyrolysis of the 7-azido-8-nitroquinoline-3-carboxylate precursor (6). Acid-catalyzed hydrolysis of the product (3) afforded the corresponding carboxylic acid (4), of which structures are confirmed by spectroscopic means including X-Ray measurements.