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Synthesis of 1,3-dialkyl-4-[(arylmethylidene)amino]glycolurils

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Chemistry of Heterocyclic Compounds Aims and scope

A method for the synthesis of 1,3-dialkyl-4-[(arylmethylidene)amino]glycolurils was developed based on nucleophilic substitution of the sulfur atom with the oxygen atom in the corresponding thioglycolurils via alkylation of the latter followed by acid hydrolysis of alkylsulfanyl derivatives of thioglycolurils, both with the isolation of alkylsulfanyl intermediates and by the one-pot method. The structure of the synthesized compounds was confirmed by X-ray structural analysis of several examples.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave, Moscow, 119991, Russia

    Sergei А. Serkov, Marina А. Es’kova, Natalya V. Sigay, Natalya N. Kostikova, Natalya G. Kolotyrkina & Galina А. Gazieva

  2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St, Moscow, 119991, Russia

    Marina А. Es’kova & Tatyana N. Volkhina

  3. D. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Sq, Moscow, 125047, Russia

    Tatyana N. Volkhina

Authors
  1. Sergei А. Serkov
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  2. Marina А. Es’kova
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  3. Natalya V. Sigay
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  4. Natalya N. Kostikova
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  5. Tatyana N. Volkhina
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  6. Natalya G. Kolotyrkina
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  7. Galina А. Gazieva
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Correspondence to Galina А. Gazieva.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(6), 646–655

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Serkov, S.А., Es’kova, M.А., Sigay, N.V. et al. Synthesis of 1,3-dialkyl-4-[(arylmethylidene)amino]glycolurils. Chem Heterocycl Comp 57, 646–655 (2021). https://doi.org/10.1007/s10593-021-02963-x

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  • DOI: https://doi.org/10.1007/s10593-021-02963-x

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