Abstract
Catalyzed by triethylamine, 4-hydrazino-quinolin-2-one derivatives and 2-(1-ethoxy-substituted-ene)malononitrile were refluxed together in ethanol to give 5-amino-3-subsituted-1-(subsitituted-2-oxo-1,2-dihydroquinolin-4-yl)-1H-pyrazole-4-carbonitriles. The structures of the products were elucidated using 1H NMR, 13C NMR spectra, along with HRMS. 2D NMR spectroscopy was also used to differentiate the assigned structures from other possible ring systems and regioisomers. A plausible mechanism for the formation of target compounds was discussed.
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Acknowledgements
The NMR spectrometer at Florida Institute of Technology was purchased with the assistance of the U.S. National Science Foundation (CHE 03 42251). We also acknowledge support, of resources department at KIT, Karlsruhe Institute of Technology, Karlsruhe, Germany for providing Prof Ashraf A. Aly with a two-month contract at the Karlsruhe Institute of Technology, Karlsruhe, Germany, from 2 August to 26 September 2022.
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Elbastawesy, M.A.I., Aly, A.A., El-Shaier, Y.A.M.M. et al. Facile synthesis of 5-aminopyrazolo-quinolones. Monatsh Chem 154, 1197–1204 (2023). https://doi.org/10.1007/s00706-023-03112-0
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DOI: https://doi.org/10.1007/s00706-023-03112-0