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Alcohol amine-catalyzed CO(2) conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water

The conversion of CO(2) to high value-added chemicals in water using environment-friendly and cost-effective catalysts is a very significant topic. In this work, a green method for the conversion of CO(2) catalyzed by alcohol amines has been developed. Alcohol amines showed considerable activating a...

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Autores principales: Sheng, Zhi-Zheng, Huang, Min-Min, Xue, Teng, Xia, Fei, Wu, Hai-Hong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056919/
https://www.ncbi.nlm.nih.gov/pubmed/35514399
http://dx.doi.org/10.1039/d0ra06439d
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author Sheng, Zhi-Zheng
Huang, Min-Min
Xue, Teng
Xia, Fei
Wu, Hai-Hong
author_facet Sheng, Zhi-Zheng
Huang, Min-Min
Xue, Teng
Xia, Fei
Wu, Hai-Hong
author_sort Sheng, Zhi-Zheng
collection PubMed
description The conversion of CO(2) to high value-added chemicals in water using environment-friendly and cost-effective catalysts is a very significant topic. In this work, a green method for the conversion of CO(2) catalyzed by alcohol amines has been developed. Alcohol amines showed considerable activating ability to CO(2) in the cyclization with 2-aminobenzonitrile to quinazoline-2,4(1H,3H)-dione in water. Notably, when diethanolamine (DEA) was used as the catalyst, 94% yield of quinazoline-2,4-(1H,3H)-dione could be achieved. A plausible mechanism has been proposed based on the (1)H NMR, FT-IR analysis and DFT calculation. The excellent catalytic performance is attributed to the combined effect of both the secondary amine and hydroxyl groups on alcohol amines with the assistance of water in the formation of carbamate. Water plays a bi-functional role of solvent and co-catalyst in this catalytic process. Catalysts can be easily recovered and reused five times without significant loss of activity.
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spelling pubmed-90569192022-05-04 Alcohol amine-catalyzed CO(2) conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water Sheng, Zhi-Zheng Huang, Min-Min Xue, Teng Xia, Fei Wu, Hai-Hong RSC Adv Chemistry The conversion of CO(2) to high value-added chemicals in water using environment-friendly and cost-effective catalysts is a very significant topic. In this work, a green method for the conversion of CO(2) catalyzed by alcohol amines has been developed. Alcohol amines showed considerable activating ability to CO(2) in the cyclization with 2-aminobenzonitrile to quinazoline-2,4(1H,3H)-dione in water. Notably, when diethanolamine (DEA) was used as the catalyst, 94% yield of quinazoline-2,4-(1H,3H)-dione could be achieved. A plausible mechanism has been proposed based on the (1)H NMR, FT-IR analysis and DFT calculation. The excellent catalytic performance is attributed to the combined effect of both the secondary amine and hydroxyl groups on alcohol amines with the assistance of water in the formation of carbamate. Water plays a bi-functional role of solvent and co-catalyst in this catalytic process. Catalysts can be easily recovered and reused five times without significant loss of activity. The Royal Society of Chemistry 2020-09-21 /pmc/articles/PMC9056919/ /pubmed/35514399 http://dx.doi.org/10.1039/d0ra06439d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Sheng, Zhi-Zheng
Huang, Min-Min
Xue, Teng
Xia, Fei
Wu, Hai-Hong
Alcohol amine-catalyzed CO(2) conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water
title Alcohol amine-catalyzed CO(2) conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water
title_full Alcohol amine-catalyzed CO(2) conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water
title_fullStr Alcohol amine-catalyzed CO(2) conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water
title_full_unstemmed Alcohol amine-catalyzed CO(2) conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water
title_short Alcohol amine-catalyzed CO(2) conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water
title_sort alcohol amine-catalyzed co(2) conversion for the synthesis of quinazoline-2,4-(1h,3h)-dione in water
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056919/
https://www.ncbi.nlm.nih.gov/pubmed/35514399
http://dx.doi.org/10.1039/d0ra06439d
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