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Properties of 2-Iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium Triiodide

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Abstract

2-Iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium triiodide was synthesized by the reaction of 1-allylpyridin-2(1H)-one with hydrogen iodide in the presence of hydrogen peroxide or with iodine in acetone. The title compound reacted with palladium(II) iodide in DMSO to give crystalline bis(2-iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium) di-μ2-iodido-tetraiodidodipalladate(II) whose structure was proved by X-ray analysis. The reaction of 2-iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium triiodide with sodium iodide in acetone afforded 2-iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium iodide which decomposed into initial 1-allylpyridin-2(1H)-one and iodine on heating in methanol.

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Authors and Affiliations

  1. South Ural State University, pr. Lenina 76, Chelyabinsk, 454080, Russia

    D. G. Kim, E. V. Kalita, V. V. Sharutin, V. S. Senchurin & V. O. Belov

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  1. D. G. Kim
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  2. E. V. Kalita
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  3. V. V. Sharutin
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  4. V. S. Senchurin
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  5. V. O. Belov
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Correspondence to E. V. Kalita.

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Original Russian Text © D.G. Kim, E.V. Kalita, V.V. Sharutin, V.S. Senchurin, V.O. Belov, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 12, pp. 1979–1984.

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Kim, D.G., Kalita, E.V., Sharutin, V.V. et al. Properties of 2-Iodomethyl-2,3-dihydro[1,3]oxazolo[3,2-a]pyridinium Triiodide. Russ J Gen Chem 88, 2498–2503 (2018). https://doi.org/10.1134/S1070363218120071

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