A simple method has been developed for the synthesis of water-soluble pyrazole derivatives, namely 4-[bis(2-hydroxyethylsulfanyl)methyl]pyrazoles hydrochlorides, by the reaction of a series of pyrazole carbaldehydes with 2-mercaptoethanol in the presence of trimethylchlorosilane. When treated with aqueous ammonia solution the pyrazole-4-carbaldehydes bis(2-hydroxyethyl)dithioacetal hydro-chlorides are converted to the 4-[bis(2-hydroxyethylsulfanyl)methyl]pyrazole free bases.
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This work was carried out with the financial support of the Russian Foundation for Fundamental Investigations (grant 10-03-00256a).
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*Dedicated to Academician M. G. Voronkov on his 90th birthday.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1680-1690, November, 2011.
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Papernaya, L.K., Shatrova, A.A., Albanov, A.I. et al. Synthesis and properties of pyrazole carbaldehyde bis(2-hydroxyethyl)-dithioacetal hydrochlorides*. Chem Heterocycl Comp 47, 1395–1404 (2012). https://doi.org/10.1007/s10593-012-0927-0
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DOI: https://doi.org/10.1007/s10593-012-0927-0