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Selective Catalytic Hydrodebromination of 2,3,4,5-Tetrabromothiophene with Hydrogen on a Palladium Catalyst

  • CATALYSIS IN CHEMICAL AND PETROCHEMICAL INDUSTRY
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Abstract

A way of hydrodebrominating 2,3,4,5-tetrabromothiophene (1) to 3,4-dibromothiophene (2) on a 5% Pd/Sibunit catalyst is proposed. The effect of solvent, alkaline agent, temperature, and concentration of 1 on the yield of 2 is studied. The optimum conditions are catalyst : substrate mass ratio, 1:10; temperature, 80°С; H2 pressure, 0.7 MPa; solvent, dimethylformamide; alkaline agent, triethylamine in amounts of 2.2 mol per 1 mol of substrate 1. The yield of 2 is 97.5% in this case. The catalyst can be reused in at least 15 cycles with high yields of 2. The new approach appears to be highly productive with little waste, compared to the conventional chemical reduction of 1 with zinc in CH3COOH.

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ACKNOWLEDGMENTS

This work was performed on equipment at the Biysk Regional Shared Resource Center for the Synthesis and Research of High-Energy Compounds and Special Materials.

Funding

This work was supported by the RF Ministry of Science and Higher Education as part of a State Task for the Institute for Problems of Chemical and Energetic Technologies, project no. FUFE-2021-0004 “Developing Means of Synthesis and Technologies for the Production of Medicinal Substances and Materials.”

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Authors and Affiliations

  1. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch, Russian Academy of Sciences, 659322, Biysk, Russia

    N. A. Alekseeva, V. V. Eremina, S. V. Sysolyatin & I. A. Shchurova

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  1. N. A. Alekseeva
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  2. V. V. Eremina
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  3. S. V. Sysolyatin
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  4. I. A. Shchurova
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Correspondence to V. V. Eremina.

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Translated by A. Tulyabaev

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Alekseeva, N.A., Eremina, V.V., Sysolyatin, S.V. et al. Selective Catalytic Hydrodebromination of 2,3,4,5-Tetrabromothiophene with Hydrogen on a Palladium Catalyst. Catal. Ind. 15, 404–409 (2023). https://doi.org/10.1134/S2070050423040025

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  • DOI: https://doi.org/10.1134/S2070050423040025

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