Synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with Mg(OH)$_{{2}}$ under solvent-free conditions
Hydroxymethylfurfural (HMF) derivatives that contain an acrylonitrile group result in interesting scaffold molecules that can be obtained from biomass. However, the synthesis of these types of molecules has not been extensively studied. In this study, we investigated the catalytic activity of Mg(OH)...
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| Format: | Article |
| Language: | English |
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Académie des sciences
2023-08-01
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| Series: | Comptes Rendus. Chimie |
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| Online Access: | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.239/ |
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| author | Mancipe, Sonia Coca, Valentina Castillo, Juan-Carlos Rojas, Hugo Brijaldo, María Helena Castañeda, Claudia Martínez, José Jobanny Romanelli, Gustavo Pablo |
| author_facet | Mancipe, Sonia Coca, Valentina Castillo, Juan-Carlos Rojas, Hugo Brijaldo, María Helena Castañeda, Claudia Martínez, José Jobanny Romanelli, Gustavo Pablo |
| author_sort | Mancipe, Sonia |
| collection | DOAJ |
| description | Hydroxymethylfurfural (HMF) derivatives that contain an acrylonitrile group result in interesting scaffold molecules that can be obtained from biomass. However, the synthesis of these types of molecules has not been extensively studied. In this study, we investigated the catalytic activity of Mg(OH)2 and MgO materials. Specifically, we evaluated the Knoevenagel reaction between HMF and malononitrile as a test reaction under solvent-free conditions. The fresh and used catalysts were evaluated using various techniques. Our results indicate that the combination of synthesis methods influences the crystalline, basic, and textural properties of the catalysts. We found that water plays an essential role in obtaining high yields. By using this simple and inexpensive method, we were able to achieve yields near 90% in short reaction times ($<$30 min). |
| format | Article |
| id | doaj-art-b5211bac2eed439f87a4d15f05d639e5 |
| institution | Kabale University |
| issn | 1878-1543 |
| language | English |
| publishDate | 2023-08-01 |
| publisher | Académie des sciences |
| record_format | Article |
| series | Comptes Rendus. Chimie |
| spelling | doaj-art-b5211bac2eed439f87a4d15f05d639e52025-02-07T13:38:00ZengAcadémie des sciencesComptes Rendus. Chimie1878-15432023-08-0126G1778710.5802/crchim.23910.5802/crchim.239Synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with Mg(OH)$_{{2}}$ under solvent-free conditionsMancipe, Sonia0https://orcid.org/0000-0001-9206-5386Coca, Valentina1Castillo, Juan-Carlos2https://orcid.org/0000-0002-5841-0518Rojas, Hugo3https://orcid.org/0000-0003-3906-4522Brijaldo, María Helena4https://orcid.org/0000-0002-9437-5086Castañeda, Claudia5https://orcid.org/0000-0002-5360-2756Martínez, José Jobanny6https://orcid.org/0000-0002-4906-7121Romanelli, Gustavo Pablo7https://orcid.org/0000-0002-3529-4753Escuela de Ciencias Química-Grupo de Catálisis, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja, ColombiaEscuela de Ciencias Química-Grupo de Catálisis, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja, ColombiaEscuela de Ciencias Química-Grupo de Catálisis, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja, ColombiaEscuela de Ciencias Química-Grupo de Catálisis, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja, ColombiaEscuela de Ciencias Administrativas y Económicas- Grupo de Investigación de Farmacia y Medio Ambiente (FARQUIMA), Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja, ColombiaEscuela de Ciencias Química-Grupo de Catálisis, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja, ColombiaEscuela de Ciencias Química-Grupo de Catálisis, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja, ColombiaCentro de Investigación en Sanidad Vegetal (CISaV) / Cátedra de Química Orgánica, Facultad de Ciencias Agrarias y Forestales, Universidad Nacional de La Plata, Calles 60 y 119 s/n, B1904AAN La Plata, Argentina; Centro de Investigación y Desarrollo en Ciencias Aplicadas “Dr. Jorge J. Ronco” (CINDECA-CCT La Plata-CONICET-CIC-PBA), Universidad Nacional de La Plata, Calle 47 No 257, B1900AJK La Plata, ArgentinaHydroxymethylfurfural (HMF) derivatives that contain an acrylonitrile group result in interesting scaffold molecules that can be obtained from biomass. However, the synthesis of these types of molecules has not been extensively studied. In this study, we investigated the catalytic activity of Mg(OH)2 and MgO materials. Specifically, we evaluated the Knoevenagel reaction between HMF and malononitrile as a test reaction under solvent-free conditions. The fresh and used catalysts were evaluated using various techniques. Our results indicate that the combination of synthesis methods influences the crystalline, basic, and textural properties of the catalysts. We found that water plays an essential role in obtaining high yields. By using this simple and inexpensive method, we were able to achieve yields near 90% in short reaction times ($<$30 min).https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.239/HMFActive methyleneBruciteSolvent-freeKnoevenagel reaction |
| spellingShingle | Mancipe, Sonia Coca, Valentina Castillo, Juan-Carlos Rojas, Hugo Brijaldo, María Helena Castañeda, Claudia Martínez, José Jobanny Romanelli, Gustavo Pablo Synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with Mg(OH)$_{{2}}$ under solvent-free conditions Comptes Rendus. Chimie HMF Active methylene Brucite Solvent-free Knoevenagel reaction |
| title | Synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with Mg(OH)$_{{2}}$ under solvent-free conditions |
| title_full | Synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with Mg(OH)$_{{2}}$ under solvent-free conditions |
| title_fullStr | Synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with Mg(OH)$_{{2}}$ under solvent-free conditions |
| title_full_unstemmed | Synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with Mg(OH)$_{{2}}$ under solvent-free conditions |
| title_short | Synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with Mg(OH)$_{{2}}$ under solvent-free conditions |
| title_sort | synthesis of acrylonitrile functionalized hydroxymethylfurfural derivatives with mg oh 2 under solvent free conditions |
| topic | HMF Active methylene Brucite Solvent-free Knoevenagel reaction |
| url | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.239/ |
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