Boosting the synthesis of 3-acetamido-5-acetylfuran from N-acetyl-D-glucosamine: understanding the significant role of homogeneous Cl -
Abstract Since 3-acetylamino-5-acetylfuran (3A5AF) has been regarded as a promising nitrogen-containing synthon, the conversion of renewable chitin and its monomer N-acetyl-D-glucosamine (NAG) to 3A5AF is of significance. In this paper, we compared the catalytic activity of several Cl-containing com...
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| Format: | Article |
| Language: | English |
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Springer
2025-02-01
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| Series: | Carbon Neutrality |
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| Online Access: | https://doi.org/10.1007/s43979-025-00120-3 |
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| _version_ | 1823861549271351296 |
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| author | Delong Yang Jinhang Dai Ziting Du Qingya Cao Gang Chen Ting Qi Weilu Wang Fukun Li |
| author_facet | Delong Yang Jinhang Dai Ziting Du Qingya Cao Gang Chen Ting Qi Weilu Wang Fukun Li |
| author_sort | Delong Yang |
| collection | DOAJ |
| description | Abstract Since 3-acetylamino-5-acetylfuran (3A5AF) has been regarded as a promising nitrogen-containing synthon, the conversion of renewable chitin and its monomer N-acetyl-D-glucosamine (NAG) to 3A5AF is of significance. In this paper, we compared the catalytic activity of several Cl-containing compounds and found that LiCl exhibited superior performance. The effects of solvent, catalyst dosage, reaction temperature, and reaction time on the synthesis of 3A5AF were investigated. Under the optimized conditions, about 60% yields of 3A5AF were obtained in N-methyl-2-pyrrolidone (NMP) or dimethylacetamide (DMA) medium. The spent LiCl and DMA could be recycled and reused, without obvious decrease of 3A5AF yield. Moreover, the formed 3A5AF could be purified by a facile procedure. Experiment results and density functional theory (DFT) calculations revealed that homogeneous Cl− was vital for 3A5AF formation. This study provides an example for the effective conversion of chitin biomass to value-added compounds. |
| format | Article |
| id | doaj-art-4621f2759a474098948b2538f60e31b8 |
| institution | Kabale University |
| issn | 2788-8614 2731-3948 |
| language | English |
| publishDate | 2025-02-01 |
| publisher | Springer |
| record_format | Article |
| series | Carbon Neutrality |
| spelling | doaj-art-4621f2759a474098948b2538f60e31b82025-02-09T12:57:03ZengSpringerCarbon Neutrality2788-86142731-39482025-02-01411910.1007/s43979-025-00120-3Boosting the synthesis of 3-acetamido-5-acetylfuran from N-acetyl-D-glucosamine: understanding the significant role of homogeneous Cl -Delong Yang0Jinhang Dai1Ziting Du2Qingya Cao3Gang Chen4Ting Qi5Weilu Wang6Fukun Li7School of Environment and Resources, Chongqing Technology and Business UniversitySchool of Environment and Resources, Chongqing Technology and Business UniversitySchool of Environment and Resources, Chongqing Technology and Business UniversitySchool of Environment and Resources, Chongqing Technology and Business UniversitySchool of Environment and Resources, Chongqing Technology and Business UniversityAnti-Infective Agent Creation Engineering Research Centre of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu UniversityEngineering Research Center for Waste Oil Recovery Technology and Equipment, Ministry of Education, Chongqing Technology and Business UniversitySchool of Environment and Resources, Chongqing Technology and Business UniversityAbstract Since 3-acetylamino-5-acetylfuran (3A5AF) has been regarded as a promising nitrogen-containing synthon, the conversion of renewable chitin and its monomer N-acetyl-D-glucosamine (NAG) to 3A5AF is of significance. In this paper, we compared the catalytic activity of several Cl-containing compounds and found that LiCl exhibited superior performance. The effects of solvent, catalyst dosage, reaction temperature, and reaction time on the synthesis of 3A5AF were investigated. Under the optimized conditions, about 60% yields of 3A5AF were obtained in N-methyl-2-pyrrolidone (NMP) or dimethylacetamide (DMA) medium. The spent LiCl and DMA could be recycled and reused, without obvious decrease of 3A5AF yield. Moreover, the formed 3A5AF could be purified by a facile procedure. Experiment results and density functional theory (DFT) calculations revealed that homogeneous Cl− was vital for 3A5AF formation. This study provides an example for the effective conversion of chitin biomass to value-added compounds.https://doi.org/10.1007/s43979-025-00120-3BiomassChitinDehydrationFuran derivate |
| spellingShingle | Delong Yang Jinhang Dai Ziting Du Qingya Cao Gang Chen Ting Qi Weilu Wang Fukun Li Boosting the synthesis of 3-acetamido-5-acetylfuran from N-acetyl-D-glucosamine: understanding the significant role of homogeneous Cl - Carbon Neutrality Biomass Chitin Dehydration Furan derivate |
| title | Boosting the synthesis of 3-acetamido-5-acetylfuran from N-acetyl-D-glucosamine: understanding the significant role of homogeneous Cl - |
| title_full | Boosting the synthesis of 3-acetamido-5-acetylfuran from N-acetyl-D-glucosamine: understanding the significant role of homogeneous Cl - |
| title_fullStr | Boosting the synthesis of 3-acetamido-5-acetylfuran from N-acetyl-D-glucosamine: understanding the significant role of homogeneous Cl - |
| title_full_unstemmed | Boosting the synthesis of 3-acetamido-5-acetylfuran from N-acetyl-D-glucosamine: understanding the significant role of homogeneous Cl - |
| title_short | Boosting the synthesis of 3-acetamido-5-acetylfuran from N-acetyl-D-glucosamine: understanding the significant role of homogeneous Cl - |
| title_sort | boosting the synthesis of 3 acetamido 5 acetylfuran from n acetyl d glucosamine understanding the significant role of homogeneous cl |
| topic | Biomass Chitin Dehydration Furan derivate |
| url | https://doi.org/10.1007/s43979-025-00120-3 |
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