CeO2-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate

Jie Peng, Masazumi Tamura, Mizuho Yabushita, Ryotaro Fujii, Yoshinao Nakagawa, Keiichi Tomishige

Research output: Contribution to journalArticlepeer-review

Abstract

CeO2 acted as an effective and reusable heterogeneous catalyst for the direct synthesis of 2-imidazolidinone from ethylenediamine carbamate (EDA-CA) without further addition of CO2 in the reaction system. 2-Propanol was the best solvent among the solvents tested from the viewpoint of selectivity to 2-imidazolidinone, and the use of an adequate amount of 2-propanol provided high conversion and selectivity for the reaction. This positive effect of 2-propanol on the catalytic reaction can be explained by the solubility of EDA-CA in 2-propanol under the reaction conditions and no formation of solvent-derived byproducts. This catalytic system using the combination of the CeO2 catalyst and the 2-propanol solvent provided 2-imidazolidinone in up to 83% yield on the EDA-CA basis at 413 K under Ar. The reaction conducted under Ar showed a higher reaction rate than that with pressured CO2, which clearly demonstrated the advantage of the catalytic system operated at low CO2 pressure or even without CO2.

Original languageEnglish
Pages (from-to)27527-27535
Number of pages9
JournalACS Omega
Volume6
Issue number41
DOIs
Publication statusPublished - 2021 Oct 19

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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