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Catalytic Method for N-Methyl-4-pyridone Synthesis in the Presence of ZnAl2O4

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Abstract

A composite oxide ZnAl2O4 was prepared by microwave-assisted hydrothermal treatment, a precursor mixture of hydroxides obtained by precipitation of aluminium and zinc nitrates. Characterization by TEM, XRD and textural studies shows that ZnAl2O4 is nanosized and is a micro/mesoporous material with large a surface area (140 m2/g). The gas phase catalytic methylation of 4-hydroxypyridine in the presence of the ZnAl2O4 catalyst was performed in a continuous process at atmospheric pressure in the temperature range of 240–360 °C. A mixture of O- and N-alkylated products, namely 4-methoxypyridine and N-methyl-4-pyridone were obtained. The alkylation of 4-hydroxypyridine with methanol at 345 °C offered 87.6% selectivity towards N-methyl-4-pyridone with about 89% 4-hydroxypyridine conversion.

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References

  1. Electronic Medicines Compendium http://emc.medicines.org.uk/emc/assets/c/html/DisplayDoc.asp?DocumentID=6380

  2. Stetinova V, Grossmann V (2000) Exp Toxicol Pathol 52:473

    CAS  Google Scholar 

  3. Dyer DJ, Lee VY, Twieg RJ (1997) Liquid Cryst 23:551

    Article  CAS  Google Scholar 

  4. You F, Twieg RJ (1999) Tetrahedron Lett 40:8759

    Article  CAS  Google Scholar 

  5. Gibson D, Clarke D, Winscom Ch (2000) US Pat 6,841,344

  6. Grabowska H, Zawadzki M, Syper L (2006) Appl Catal A: Gen 314:226

    Article  CAS  Google Scholar 

  7. Komarneni S, Katsuki H (2002) Pure Appl Chem 74:1537

    Article  CAS  Google Scholar 

  8. Rao KJ, Mahesh K, Kumar S (2005) Bull Mater Sci 28:19

    Article  CAS  Google Scholar 

  9. Malinger KA, Laubernds K, Son YC, Suib SL (2004) Chem Mater 16:4296

    Article  CAS  Google Scholar 

  10. Ren ZW, Zhou DB, Tu SQ (2007) Chin J Catal 8:217

    Google Scholar 

  11. International Centre for Diffraction Date, ICDD, PDF-4 + 2005

  12. Dollimore D, Heal GR (1964) J Appl Chem 14:109

    Article  CAS  Google Scholar 

  13. Wrzyszcz J, Zawadzki M, Trawczyński J, Grabowska H, Miśta W (2001) Appl Catal A: Gen 210:263

    Article  CAS  Google Scholar 

  14. Grabowska H, Miśta W, Trawczyński J, Wrzyszcz J, Zawadzki M (2001) Appl Catal A: Gen 220:207

    Article  CAS  Google Scholar 

  15. Grabowska H, Zawadzki M, Syper L, Miśta W (2005) Appl Catal A: Gen 292:208

    Article  CAS  Google Scholar 

  16. Sparks AK (1972) US Patent 3,670,030

  17. Leach BE (1980) US Patent 4,227,024

  18. IUPAC Recommendations (1994) Pure Appl Chem 66:1739

    Google Scholar 

  19. Di Cosimo JI, Diez VK, Xu M, Iglesia E, Apesteguia CR (1998) J Catal 178:499

    Article  CAS  Google Scholar 

  20. Di Cosimo JI, Apesteguia CR, Gines MJL, Iglesia E (2000) J Catal 190:261

    Article  CAS  Google Scholar 

  21. Beak P, Bonham J, Lee TJ Jr (1968) J Am Chem Soc 90:1569

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are very grateful to Mrs Ludwina Krajczyk for HRTEM studies and to Prof. Janusz Trawczyński for his help in acidity measurements.

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Authors and Affiliations

  1. Division of Nanomaterials Chemistry and Catalysis, Institute of Low Temperature and Structure Research, Polish Academy of Sciences, P.O. Box 1410, 50-950, Wroclaw 2, Poland

    Hanna Grabowska & Mirosław Zawadzki

  2. Department of Chemistry, Technical University of Wrocław, Wybrzeże Wyspiańskiego 27, 50-370, Wroclaw, Poland

    Ludwik Syper

Authors
  1. Hanna Grabowska
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  2. Mirosław Zawadzki
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  3. Ludwik Syper
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Correspondence to Hanna Grabowska.

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Grabowska, H., Zawadzki, M. & Syper, L. Catalytic Method for N-Methyl-4-pyridone Synthesis in the Presence of ZnAl2O4 . Catal Lett 121, 103–110 (2008). https://doi.org/10.1007/s10562-007-9305-4

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  • DOI: https://doi.org/10.1007/s10562-007-9305-4

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