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The reaction of 2-hetarylacetonitriles with heterocyclic haloaldehydes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 4-oxo-3,4-dihydroquinazolyl-and benzimidazolylacetonitriles with 2-chloro-2-quinolinecarbaldehydes and 1-aryl-5-chloro-3-methyl-1H-pyrazole-4-carbaldehydes gave the corresponding 3-(2-chloro-3-quinolyl)-2-(4-oxo-3,4-dihydro-2-quinazolyl)-2-propenenitriles and 3-(1-aryl-5-chloro-3-methyl-1H-4-pyrazolyl)-2-hetaryl-2-propenenitriles. Intramolecular cyclization of these compounds gives 15-oxo-15H-benzo[6,7][1,8]naphthyridino[2,1-b]quinazoline-6-carbonitriles, 1-aryl-3-methyl-11-oxo-1,11-dihydropyrazolo[4′,3′:5,6]pyrido[2,1-b]quinazoline-5-carbonitriles, and 1-aryl-3-methyl-1H-benzo[4,5]imidazo[1,2-a]pyrazolo[4,3-e]pyridine-5-carbonitriles.

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  1. Taras Shevchenko Kiev National University, Kiev, 01033, Ukraine

    O. V. Khilya, T. A. Volovnenko & Yu. M. Volovenko

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  1. O. V. Khilya
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  2. T. A. Volovnenko
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  3. Yu. M. Volovenko
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1520–1533, October, 2006.

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Khilya, O.V., Volovnenko, T.A. & Volovenko, Y.M. The reaction of 2-hetarylacetonitriles with heterocyclic haloaldehydes. Chem Heterocycl Compd 42, 1311–1324 (2006). https://doi.org/10.1007/s10593-006-0241-9

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  • DOI: https://doi.org/10.1007/s10593-006-0241-9

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