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The interaction of 3-methyl-4-nitro-3-thiolene-1,1-dioxide with aliphatic amines

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On the 100th anniversary of V.V. Perekalin

Abstract

The reactions of 3-methyl-4-nitro-3-thiolene-1,1-dioxide with highly basic amines (pK a of HB+ = 8.97–13.27), morpholine, piperazine, piperidine, cyclohexylamine, diphenylguanidine, and guanidine, proceed via deprotonation of methylene group at the C2 atom of sulfolene ring with formation of ammonium thiolene nitronates. The products were characterized by IR, UV, and NMR (1H, 13C, 2D) spectroscopy methods.

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Authors and Affiliations

  1. Herzen State Pedagogical University of Russia, Moyka emb. 48, St. Petersburg, 191186, Russia

    I. E. Efremova, L. V. Lapshina, M. I. Vakulenko & V. M. Berestovitskaya

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  1. I. E. Efremova
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  2. L. V. Lapshina
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  3. M. I. Vakulenko
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  4. V. M. Berestovitskaya
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Correspondence to I. E. Efremova.

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Original Russian Text © I.E. Efremova, L.V. Lapshina, M.I. Vakulenko, V.M. Berestovitskaya, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 9, pp. 1560–1563.

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Efremova, I.E., Lapshina, L.V., Vakulenko, M.I. et al. The interaction of 3-methyl-4-nitro-3-thiolene-1,1-dioxide with aliphatic amines. Russ J Gen Chem 83, 1775–1778 (2013). https://doi.org/10.1134/S1070363213090247

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  • DOI: https://doi.org/10.1134/S1070363213090247

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