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CeO(2)-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate

[Image: see text] CeO(2) acted as an effective and reusable heterogeneous catalyst for the direct synthesis of 2-imidazolidinone from ethylenediamine carbamate (EDA-CA) without further addition of CO(2) in the reaction system. 2-Propanol was the best solvent among the solvents tested from the viewpo...

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Autores principales: Peng, Jie, Tamura, Masazumi, Yabushita, Mizuho, Fujii, Ryotaro, Nakagawa, Yoshinao, Tomishige, Keiichi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8529688/
https://www.ncbi.nlm.nih.gov/pubmed/34693173
http://dx.doi.org/10.1021/acsomega.1c04516
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author Peng, Jie
Tamura, Masazumi
Yabushita, Mizuho
Fujii, Ryotaro
Nakagawa, Yoshinao
Tomishige, Keiichi
author_facet Peng, Jie
Tamura, Masazumi
Yabushita, Mizuho
Fujii, Ryotaro
Nakagawa, Yoshinao
Tomishige, Keiichi
author_sort Peng, Jie
collection PubMed
description [Image: see text] CeO(2) acted as an effective and reusable heterogeneous catalyst for the direct synthesis of 2-imidazolidinone from ethylenediamine carbamate (EDA-CA) without further addition of CO(2) 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 CeO(2) 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 CO(2), which clearly demonstrated the advantage of the catalytic system operated at low CO(2) pressure or even without CO(2).
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spelling pubmed-85296882021-10-22 CeO(2)-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate Peng, Jie Tamura, Masazumi Yabushita, Mizuho Fujii, Ryotaro Nakagawa, Yoshinao Tomishige, Keiichi ACS Omega [Image: see text] CeO(2) acted as an effective and reusable heterogeneous catalyst for the direct synthesis of 2-imidazolidinone from ethylenediamine carbamate (EDA-CA) without further addition of CO(2) 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 CeO(2) 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 CO(2), which clearly demonstrated the advantage of the catalytic system operated at low CO(2) pressure or even without CO(2). American Chemical Society 2021-10-05 /pmc/articles/PMC8529688/ /pubmed/34693173 http://dx.doi.org/10.1021/acsomega.1c04516 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Peng, Jie
Tamura, Masazumi
Yabushita, Mizuho
Fujii, Ryotaro
Nakagawa, Yoshinao
Tomishige, Keiichi
CeO(2)-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate
title CeO(2)-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate
title_full CeO(2)-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate
title_fullStr CeO(2)-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate
title_full_unstemmed CeO(2)-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate
title_short CeO(2)-Catalyzed Synthesis of 2-Imidazolidinone from Ethylenediamine Carbamate
title_sort ceo(2)-catalyzed synthesis of 2-imidazolidinone from ethylenediamine carbamate
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8529688/
https://www.ncbi.nlm.nih.gov/pubmed/34693173
http://dx.doi.org/10.1021/acsomega.1c04516
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