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Synthesis of N-{2-[1-(prop-2-yn-1-yloxy)ethoxy]ethyl}-cytisinecarbothioamide and steric structure of its hydrolysis product, N-(2-hydroxyethyl)cytisinecarbothioamide

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Abstract

The reaction of 2-[1-(prop-2-yn-1-yloxy)ethoxy]ethyl isothiocyanate with alkaloid cytisine gave the corresponding thiourea derivative which was subjected to partial hydrolysis on heating in boiling aqueous ethanol or complete hydrolysis in the presence of a catalytic amount of an acid. The structure of the hydrolysis product, N-(2-hydroxyethyl)cytisinecarbothioamide, was proved by X-ray analysis.

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Authors and Affiliations

  1. Institute of Organic Synthesis and Coal Chemistry, ul. Alikhanova 1, Karaganda, 100008, Kazakhstan

    I. V. Kulakov, O. A. Nurkenov, A. A. Ainabaev & Z. M. Zhambekov

  2. “Fitokhimiya” Research and Industrial Center, Karaganda, Kazakhstan

    D. M. Turdybekov

Authors
  1. I. V. Kulakov
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  2. O. A. Nurkenov
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  3. D. M. Turdybekov
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  4. A. A. Ainabaev
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  5. Z. M. Zhambekov
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Correspondence to I. V. Kulakov.

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Original Russian Text © I.V. Kulakov, O.A. Nurkenov, D.M. Turdybekov, A.A. Ainabaev, Z.M. Zhambekov, 2010, published in Zhurnal Organicheskoi Khimii, 2010, Vol. 46, No. 4, pp. 552–554.

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Kulakov, I.V., Nurkenov, O.A., Turdybekov, D.M. et al. Synthesis of N-{2-[1-(prop-2-yn-1-yloxy)ethoxy]ethyl}-cytisinecarbothioamide and steric structure of its hydrolysis product, N-(2-hydroxyethyl)cytisinecarbothioamide. Russ J Org Chem 46, 543–545 (2010). https://doi.org/10.1134/S1070428010040160

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  • DOI: https://doi.org/10.1134/S1070428010040160

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