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Reaction of 3-(Alkylsulfanylmethyl)pentane-2,4-diones and 4-(Alkylsulfanyl)-3-(alkylsulfanylmethyl)butan-2-ones with Phenylhydrazine in the Presence of Zinc Chloride

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Abstract

3-[(Alkylsulfanyl)methyl]pentane-2,4-diones reacted with phenylhydrazine in the presence of zinc chloride to give the expected products, 4-[(alkylsulfanyl)methyl]-3,5-dimethyl-1-phenyl-1H-pyrazoles, together with 1-(3-methyl-1-phenyl-1H-pyrazol-4-yl)ethanone. The reaction of 3-[(alkylsulfanyl)methyl]-4-(alkylsulfanyl)butan-2-ones with phenylhydrazine under similar conditions afforded 3,4-dimethyl-1-phenyl-1H-pyrazole as the major product.

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ACKNOWLEDGMENTS

The spectral and analytical data were obtained using the facilities of the Chemistry joint center (Ufa Institute of Chemistry, Russian Academy of Sciences) and Agidel regional joint center (Ufa Federal Research Center, Russian Academy of Sciences).

Funding

This study was performed in the framework of state assignment no. AAAA-A119-119011790021-4.

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences, 450054, Ufa, Russia

    L. A. Baeva & R. R. Gataullin

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  1. L. A. Baeva
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  2. R. R. Gataullin
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Correspondence to L. A. Baeva.

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Translated from Zhurnal Organicheskoi Khimii, 2021, Vol. 57, No. 7, pp. 1019–1026 https://doi.org/10.31857/S0514749221070120.

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Baeva, L.A., Gataullin, R.R. Reaction of 3-(Alkylsulfanylmethyl)pentane-2,4-diones and 4-(Alkylsulfanyl)-3-(alkylsulfanylmethyl)butan-2-ones with Phenylhydrazine in the Presence of Zinc Chloride. Russ J Org Chem 57, 1167–1172 (2021). https://doi.org/10.1134/S1070428021070174

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