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4-alkyl-6-amino-4-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides: I. Tandem synthesis and alkylation. Molecular and crystal structure of 6-allylsulfanyl-2-amino-4-isobutyl-N 3,N 5-di-m-tolyl-3,4-dihydropyridine-3,5-dicarboxamide

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Abstract

4-Alkyl-6-amino-4-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides were obtained via tandem synthesis involving the Knoevenagel reaction, Michael reaction and intramolecular condensation. Alkylation of the obtained dicarboxamides proceeds regioselectively at the S atom to form the corresponding thioethers. Structure of 6-allylsulfanyl-2-amino-4-isobutyl-N 3,N 5-di-m-tolyl-3,4-dihydropyridine-3,5-dicarboxamide was uniquely determined by XRD analysis.

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Authors and Affiliations

  1. Shevchenko Lugansk National University, ul. Oboronnaya 2, Lugansk, 91011, Ukraine

    V. D. Dyachenko & E. N. Karpov

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  1. V. D. Dyachenko
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  2. E. N. Karpov
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Correspondence to V. D. Dyachenko.

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Original Russian Text © V.D. Dyachenko, E.N. Karpov, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 7, pp. 1143–1150.

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Dyachenko, V.D., Karpov, E.N. 4-alkyl-6-amino-4-N 3,N 5-diaryl-2-thioxo-1,2,3,4-tetrahydropyridine-3,5-dicarboxamides: I. Tandem synthesis and alkylation. Molecular and crystal structure of 6-allylsulfanyl-2-amino-4-isobutyl-N 3,N 5-di-m-tolyl-3,4-dihydropyridine-3,5-dicarboxamide. Russ J Gen Chem 83, 1394–1401 (2013). https://doi.org/10.1134/S1070363213070153

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  • DOI: https://doi.org/10.1134/S1070363213070153

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