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Synthesis of Methyl 4-Aryl-4-oxo-2-{4-[(1,3-thiazol-2-yl)-sulfamoyl]phenylamino}but-2-enoates and Their Reactions with Ninhydrin

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Abstract

The reaction of methyl aroylpyruvates with 2-(4-aminobenzenesulfonamido)thiazole (norsulfazole) in acetic acid-ethanol (1: 1) afforded methyl (2Z)-4-aryl-4-oxo-2-{4-[(1,3-thiazol-2-yl)sulfamoyl]phenyl-amino} but-2-enoates which reacted with ninhydrin in glacial acetic acid to give 4-aroyl-3-{4-[(1,3-thiazol-2-yl)-sulfamoyl]phenylamino} spiro[2,5-dihydrofuran-5,2′-indane]-2,1′,3′-triones.

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Acknowledgments

The studies were carried out using the equipment of the resource centers of the Science Park of St. Petersburg State University “Chemistry Educational Center,” “Chemical Analysis and Materials Research Center,” and “Magnetic Resonance Research Centre.”

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, ul. Polevaya 2, Perm, 614990, Russia

    V. L. Gein, O. V. Bobrovskaya & A. A. Russkikh

  2. Perm State National Research University, ul. Bukireva 15, Perm, 614990, Russia

    M. V. Dmitriev

  3. St. Petersburg State University, Universitetskaya nab. 7/9, St. Petersburg, 199034, Russia

    A. N. Yankin

Authors
  1. V. L. Gein
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  2. O. V. Bobrovskaya
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  3. A. A. Russkikh
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  4. M. V. Dmitriev
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  5. A. N. Yankin
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Corresponding author

Correspondence to V. L. Gein.

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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 5, pp. 694–700.

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Gein, V.L., Bobrovskaya, O.V., Russkikh, A.A. et al. Synthesis of Methyl 4-Aryl-4-oxo-2-{4-[(1,3-thiazol-2-yl)-sulfamoyl]phenylamino}but-2-enoates and Their Reactions with Ninhydrin. Russ J Org Chem 55, 602–607 (2019). https://doi.org/10.1134/S107042801905004X

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  • DOI: https://doi.org/10.1134/S107042801905004X

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