A three-step method was designed and developed on the basis of retrosynthetic analysis for the synthesis of hybrid molecules containing a thiazole ring and an N-sulfonyl amidine fragment, connected by a methylene linker. The mechanism of the last step involves the formation of intermediate 1,2,3,4-thiatriazoles and their transformation into the final products as a result of the elimination of molecular nitrogen and sulfur.
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This work was supported by the Russian Foundation for Basic Research (grant No. 17-03-00641 / 17).
X-ray diffraction study was carried out on the equipment of the Center for Spectroscopy and Analysis of Organic compounds of the Postovsky Institute of Organic Synthesis of Ural Branch of the Russian Academy of Sciences.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(12), 1153–1160
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Il’kin, V.G., Berseneva, V.S., Slepukhin, P.А. et al. An efficient method for the synthesis of 2-thiazoleacetic acid N-sulfonyl amidines. Chem Heterocycl Comp 54, 1153–1160 (2018). https://doi.org/10.1007/s10593-019-02407-7
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DOI: https://doi.org/10.1007/s10593-019-02407-7