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Synthesis of 4-methylmorpholinium 6-amino-3,5-dicyano-4-(furan-2-yl)pyridine-2-thio(seleno)lates and 3-[aryl(hetaryl)]-2-cyanoprop-2-enethioamides by michael reaction

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Abstract

Michael reaction of dimethyl (furan-2-ylmethylidene)malonate with 2-cyanoethanethio(seleno)amides and 4-methylmorpholine afforded 4-methylmorpholinium 6-amino-3,5-dicyano-4-(furan-2-yl)pyridine-2-thio(seleno)lates via exchange of the CH acid components. Aryl(hetaryl)methylidenemalononitriles reacted with cyanoethanethioamide under analogous conditions to give 3-aryl(hetaryl)-2-cyanoprop-2-enethioamides which were converted into 3-aryl(hetaryl)-2-(1,3-thiazol-2-yl)prop-2-enenitriles according to Hantzsch.

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Authors and Affiliations

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

    I. V. Dyachenko & V. D. Dyachenko

  2. Donbas State Technical University, pr. Lenina 16, Alchevsk, Lugansk oblast, 94200, Ukraine

    E. Yu. Ramazanova

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  1. I. V. Dyachenko
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  2. E. Yu. Ramazanova
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  3. V. D. Dyachenko
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Correspondence to I. V. Dyachenko.

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Original Russian Text © I.V. Dyachenko, E.Yu. Ramazanova, V.D. Dyachenko, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 12, pp. 1839–1843.

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Dyachenko, I.V., Ramazanova, E.Y. & Dyachenko, V.D. Synthesis of 4-methylmorpholinium 6-amino-3,5-dicyano-4-(furan-2-yl)pyridine-2-thio(seleno)lates and 3-[aryl(hetaryl)]-2-cyanoprop-2-enethioamides by michael reaction. Russ J Org Chem 50, 1821–1825 (2014). https://doi.org/10.1134/S1070428014120185

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  • DOI: https://doi.org/10.1134/S1070428014120185

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