Heterogeneous catalysts in the alkylation of imidazoles

Authors

  • K. М. Гитис N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • Г. Е. Неумоева N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • Г. В. Исагулянц N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow

Abstract

The reaction of imidazoles with alcohols at 300–400°C was studied in the presence of heterogeneous γ-Al2O3 catalysts and Y zeolites. The major reaction was found to be N-alkylation. This reaction is accompanied by C-alkylation on γ-Al2O3 while the selectivity relative to N-alkylation is close to 100% on zeolite catalysts. The greatest activity with 100% selectivity was found for H zeolite. The alkylation of methanol and ethanol by 2-methylimidazole at 310–320°C gave 1,2-dimethylimidazole in 100% yield and 1-ethyl-2-methylimidazole in 90% yield respectively. The reaction of methanol and imidazole gave 1-methylimidazole in 99% yield. This catalyst displays high stability and capacity for oxidative regeneration.

How to Cite
Gitis, K. M.; Neumoeva, G. E.; Isagulyants, G. V. Chem. Heterocycl. Compd. 1994, 30, 547. [Khim. Geterotsikl. Soedin. 1994, 624.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169831

Published

1994-05-25

Issue

Section

Original Papers