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1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: III. The medium properties effect on the position and mobility of the labile proton of 5-hydroxy-3-methyl-1-(6-methyl-2-methylthio-4-yl)pyrazole

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Abstract

Position and mobility of the labile proton in the 5-hydroxy-3-methyl-1-(6-methyl-2-methylthiopyrimidin-4-yl)pyrazole is determined by the medium protic properties, basicity and dielectric constant. In solvents possessing amphiprotic properties the oxypyrazole exists as a mixture of lactim and its ionized form. Basic highly polar environment contributes to the stabilization of the lactam form. In the solvents not prone to the formation of hydrogen bonds and characterized by low dielectric constant the preferred form of oxypyrazole is lactim.

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Authors and Affiliations

  1. St. Petersburg State Institute of Technology, Moskovskii pr. 26, St. Petersburg, 190013, Russia

    A. V. Erkin & V. I. Krutikov

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  1. A. V. Erkin
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  2. V. I. Krutikov
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Correspondence to A. V. Erkin.

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Original Russian Text © A.V. Erkin, V.I. Krutikov, 2011, published in Zhurnal Obshchei Khimii, 2011, Vol. 81, No. 9, pp. 1552–1555.

For communication II, see [1].

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Erkin, A.V., Krutikov, V.I. 1-(Pyrimidin-4-yl)pyrazol-5(4H)-one derivatives: III. The medium properties effect on the position and mobility of the labile proton of 5-hydroxy-3-methyl-1-(6-methyl-2-methylthio-4-yl)pyrazole. Russ J Gen Chem 81, 1889–1892 (2011). https://doi.org/10.1134/S1070363211090258

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  • DOI: https://doi.org/10.1134/S1070363211090258

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