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Synthesis and Structure of Thiazolopyrimidine Derivatives

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Abstract

Three-component condensations of ethyl acetoacetate with 1,3-thiazol-2-amine and aromatic aldehydes in isopropyl alcohol at 20°C under ultrasonic activation lead to the formation of ethyl 5-aryl-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylates, ethyl 5-aryl-7-hydroxy-7-methyl-6,7-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylates, or ethyl 2-hydroxy-2-methyl-2H-chromene-3-carboxylate, depending on the position and nature of substituents in the aldehyde component. The structure of the isolated compounds was determined by one- and two-dimensional NMR and IR spectroscopy, and a plausible mechanism of their formation was proposed.

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Authors and Affiliations

  1. Institute of Chemistry, Chernyshevsky Saratov National Research State University, 410012, Saratov, Russia

    N. O. Vasilkova, A. V. Nikulin & A. P. Krivenko

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  1. N. O. Vasilkova
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  2. A. V. Nikulin
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  3. A. P. Krivenko
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Correspondence to N. O. Vasilkova.

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Vasilkova, N.O., Nikulin, A.V. & Krivenko, A.P. Synthesis and Structure of Thiazolopyrimidine Derivatives. Russ J Org Chem 56, 990–993 (2020). https://doi.org/10.1134/S1070428020060044

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  • DOI: https://doi.org/10.1134/S1070428020060044

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