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Facile pyridinization of bio-based furfural into 3-hydroxypyridines over Raney Fe catalyst

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Abstract

Production of pyridine derivatives from bio-based feedstocks instead of fossil fuels is a promising strategy. The development of effective heterogeneous catalysts and mild reaction systems for pyridinization of renewable biomass derivatives remains a huge challenge. In this article, a direct and environment-friendly method was reported to produce 3-hydroxypyridine from bio-based furfural in water over a Raney Fe catalyst. Raney Fe exhibited an efficient catalytic performance for activation of the aldehyde group of furfural and afforded an 18.2% yield of 3-hydroxypyridine at 120 °C with ammonia as N source. The polymerization of furfural on the catalyst in hot water was the main cause of deactivation, which was verified by the scanning electron microscope (SEM), X-ray diffraction (XRD), and N2 adsorption and desorption analysis. A possible mechanism for this reaction was also proposed. This study provides a new way for academia and industry to realize the synthesis of nitrogen-containing chemicals from biomass and its derivatives.

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Acknowledgements

We thank all reviewers and editors for reviewing the manuscript and providing valuable comments.

Funding

The authors gratefully acknowledge the financial support from the Key Project of Intergovernmental International Scientific and Technological Innovation Cooperation (2017YFE0127100), Shanghai Pujiang Program (20PJ1404800), Science and Technology Department of Xinjiang Uyghur Autonomous Region (2018D04013), the West Light Foundation of Chinese Academy of Sciences (2018-XBQNXZ-B-014), High-level Talents Introduction Project in Xinjiang Uygur Autonomous Region (2018).

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Authors and Affiliations

  1. College of Marine Ecology and Environment, Shanghai Ocean University, 999 Huchenghuan Road, Shanghai, 201306, China

    Dezhang Ren, Xuelei Jiang, Nahui Zhang & Zhibao Huo

  2. School of Environmental Science and Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai, 200240, China

    Dezhang Ren & Zhibao Huo

  3. Xinjiang Key Laboratory of Environmental Pollution and Bioremediation, Xinjiang Institute of Ecology and Geography, CAS, Urumqi, 830011, China

    Jia Duo

  4. Department of Chemical Systems Engineering, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, 464-8603, Japan

    Koyo Norinaga

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  1. Dezhang Ren
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  2. Xuelei Jiang
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  3. Nahui Zhang
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  4. Jia Duo
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Correspondence to Jia Duo or Zhibao Huo.

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Ren, D., Jiang, X., Zhang, N. et al. Facile pyridinization of bio-based furfural into 3-hydroxypyridines over Raney Fe catalyst. Biomass Conv. Bioref. 13, 8115–8121 (2023). https://doi.org/10.1007/s13399-021-01802-5

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