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Synthesis of 4-{4-[(Alkylsulfanyl)methyl]-3,5-dimethyl-1H-pyrazole-1-carbonyl}pyridines from 3-[(Alkylsulfanyl)­methyl]­pentane-2,4-diones

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Abstract

Heterocyclization of 3-[(alkylsulfanyl)methyl]pentane-2,4-diones with isonicotinic acid hydrazide in ethanol in the presence of a catalytic amount of aqueous HCl under microwave irradiation or without it afforded new 4-{4-[(alkylsulfanyl)methyl]-3,5-dimethyl-1H-pyrazole-1-carbonyl)pyridines. 3-[(Alkanesul­fonyl)­methyl]pentane-2,4-diones under similar conditions were converted to the corresponding 4-[(alkanesul­fonyl)­methyl]-3,5-dimethyl-1H-pyrazoles.

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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.

Funding

This study was performed in the framework of state assignment no. 122031400274-4.

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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, L. F. Biktasheva, R. R. Gataullin & T. R. Nugumanov

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  1. L. A. Baeva
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  2. L. F. Biktasheva
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  3. R. R. Gataullin
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  4. T. R. Nugumanov
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Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 6, pp. 781–789 https://doi.org/10.31857/S051474922306006X.

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Baeva, L.A., Biktasheva, L.F., Gataullin, R.R. et al. Synthesis of 4-{4-[(Alkylsulfanyl)methyl]-3,5-dimethyl-1H-pyrazole-1-carbonyl}pyridines from 3-[(Alkylsulfanyl)­methyl]­pentane-2,4-diones. Russ J Org Chem 59, 1008–1015 (2023). https://doi.org/10.1134/S1070428023060064

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