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Synthesis of New Functionalized 1,4-Dihydroquinolines and Pyrimido[4,5-b]quinolines

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Abstract

The reaction of N-alkylisatoic anhydrides with malononitrile in pyridine led to formation of new 2-amino-1-alkyl-4-oxo-1,4-dihydroquinoline-3-carbonitriles. Following treatment of these compounds with an excess of aliphatic carboxylic acids in the presence of POCl3 under reflux gave novel 2,10-dialkylpyrimido[4,5-b]quinoline-4,5(3H,10H)-diones with high yields. It is probable that synthesis of the latter products proceed via the tandem intramolecular Pinner–Dimroth rearrangement. All synthesized compounds were characterized by spectral and microanalytical data.

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Authors and Affiliations

  1. Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, 9175687119, Iran

    F. Khoramdelan, A. Davoodnia, M. R. Bozorgmehr & M. Ebrahimi

Authors
  1. F. Khoramdelan
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  2. A. Davoodnia
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  3. M. R. Bozorgmehr
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  4. M. Ebrahimi
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Corresponding author

Correspondence to A. Davoodnia.

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The text was submitted by the authors in English.

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Khoramdelan, F., Davoodnia, A., Bozorgmehr, M.R. et al. Synthesis of New Functionalized 1,4-Dihydroquinolines and Pyrimido[4,5-b]quinolines. Russ J Gen Chem 87, 2961–2965 (2017). https://doi.org/10.1134/S1070363217120386

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  • DOI: https://doi.org/10.1134/S1070363217120386

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