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Heterocycles [h]-fused to 4-oxoquinoline-3-carboxylic acid. Part VII: synthesis of some 6-oxoimidazo[4,5-h]quinoline-7-carboxylic acids and esters

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Abstract

A series of ethyl 2-(substituted)-9-cyclopropyl-4-fluoro-6-oxo-1H-imidazo[4,5-h]quinoline-7-carboxylates has been prepared from ethyl 7,8-diamino-1,4-dihydroquinoline-3-carboxylate via thermally induced reactions with model alkanoic acids or via microwave-assisted cyclocondensation with some arene carboxaldehydes. Acid-catalysed hydrolysis of the resulting ester derivatives furnished the corresponding imidazoquinoline-7-carboxylic acids. The structures of these new acid and ester derivatives are based on microanalytical and spectral (IR, MS, and NMR) data.

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Acknowledgments

We wish to thank the Deanship of Scientific Research (University of Jordan, Amman, Jordan) and DFG/Germany for financial support.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, University of Jordan, Amman, Jordan

    Maram R. Al-Dweik, Jalal A. Zahra, Monther A. Khanfar & Mustafa M. El-Abadelah

  2. Institut für Organische Chemie, Universität Tübingen, Tübingen, Germany

    Klaus-Peter Zeller

  3. Interfakultäres Institut für Biochemie, Universität Tübingen, Hoppe-Seyler Str. 4, 72076, Tübingen, Germany

    Wolfgang Voelter

Authors
  1. Maram R. Al-Dweik
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  2. Jalal A. Zahra
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  3. Monther A. Khanfar
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  4. Mustafa M. El-Abadelah
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  5. Klaus-Peter Zeller
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  6. Wolfgang Voelter
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Correspondence to Wolfgang Voelter.

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Al-Dweik, M.R., Zahra, J.A., Khanfar, M.A. et al. Heterocycles [h]-fused to 4-oxoquinoline-3-carboxylic acid. Part VII: synthesis of some 6-oxoimidazo[4,5-h]quinoline-7-carboxylic acids and esters. Monatsh Chem 140, 221–228 (2009). https://doi.org/10.1007/s00706-008-0056-8

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  • DOI: https://doi.org/10.1007/s00706-008-0056-8

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