Facile synthesis of N-acetylglycine from chitin-derived N-acetylmonoethanolamine

The effective conversion of renewable chitin and its derivatives to organonitrogen chemicals is of significance. N-acetylmonoethanolamine (NMEA) is a compound that can be produced from N-acetylglucosamine (NAG, the monomer of chitin) via successive retro-aldol and hydrogenation reactions. Here we re...

Full description

Bibliographic Details
Main Authors: Jinhang Dai, Qingya Cao, Ziting Du, Ronghe Yang, Delong Yang, Fukun Li, Xingxing Gu
Format: Article
Language:English
Published: Elsevier 2023-12-01
Series:Catalysis Communications
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1566736723002145
_version_ 1797398739376144384
author Jinhang Dai
Qingya Cao
Ziting Du
Ronghe Yang
Delong Yang
Fukun Li
Xingxing Gu
author_facet Jinhang Dai
Qingya Cao
Ziting Du
Ronghe Yang
Delong Yang
Fukun Li
Xingxing Gu
author_sort Jinhang Dai
collection DOAJ
description The effective conversion of renewable chitin and its derivatives to organonitrogen chemicals is of significance. N-acetylmonoethanolamine (NMEA) is a compound that can be produced from N-acetylglucosamine (NAG, the monomer of chitin) via successive retro-aldol and hydrogenation reactions. Here we report the aerobic oxidation of NMEA to N-acetylglycine in O2 using cheap Fe(NO3)3⋅9H2O, TEMPO, and KCl. The effects of catalysts, additives, and reaction conditions on the N-acetylglycine synthesis were investigated. Under optimized conditions, a 62.1% yield of N-acetylglycine with almost full conversion was obtained.
first_indexed 2024-03-09T01:29:51Z
format Article
id doaj.art-ee3ead1c8e0c4c29869d2d977853af11
institution Directory Open Access Journal
issn 1873-3905
language English
last_indexed 2024-03-09T01:29:51Z
publishDate 2023-12-01
publisher Elsevier
record_format Article
series Catalysis Communications
spelling doaj.art-ee3ead1c8e0c4c29869d2d977853af112023-12-10T06:14:05ZengElsevierCatalysis Communications1873-39052023-12-01185106812Facile synthesis of N-acetylglycine from chitin-derived N-acetylmonoethanolamineJinhang Dai0Qingya Cao1Ziting Du2Ronghe Yang3Delong Yang4Fukun Li5Xingxing Gu6Corresponding authors.; School of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, PR ChinaSchool of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, PR ChinaSchool of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, PR ChinaSchool of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, PR ChinaSchool of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, PR ChinaCorresponding authors.; School of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, PR ChinaSchool of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, PR ChinaThe effective conversion of renewable chitin and its derivatives to organonitrogen chemicals is of significance. N-acetylmonoethanolamine (NMEA) is a compound that can be produced from N-acetylglucosamine (NAG, the monomer of chitin) via successive retro-aldol and hydrogenation reactions. Here we report the aerobic oxidation of NMEA to N-acetylglycine in O2 using cheap Fe(NO3)3⋅9H2O, TEMPO, and KCl. The effects of catalysts, additives, and reaction conditions on the N-acetylglycine synthesis were investigated. Under optimized conditions, a 62.1% yield of N-acetylglycine with almost full conversion was obtained.http://www.sciencedirect.com/science/article/pii/S1566736723002145BiomassChitinAmino acidOxidation
spellingShingle Jinhang Dai
Qingya Cao
Ziting Du
Ronghe Yang
Delong Yang
Fukun Li
Xingxing Gu
Facile synthesis of N-acetylglycine from chitin-derived N-acetylmonoethanolamine
Catalysis Communications
Biomass
Chitin
Amino acid
Oxidation
title Facile synthesis of N-acetylglycine from chitin-derived N-acetylmonoethanolamine
title_full Facile synthesis of N-acetylglycine from chitin-derived N-acetylmonoethanolamine
title_fullStr Facile synthesis of N-acetylglycine from chitin-derived N-acetylmonoethanolamine
title_full_unstemmed Facile synthesis of N-acetylglycine from chitin-derived N-acetylmonoethanolamine
title_short Facile synthesis of N-acetylglycine from chitin-derived N-acetylmonoethanolamine
title_sort facile synthesis of n acetylglycine from chitin derived n acetylmonoethanolamine
topic Biomass
Chitin
Amino acid
Oxidation
url http://www.sciencedirect.com/science/article/pii/S1566736723002145
work_keys_str_mv AT jinhangdai facilesynthesisofnacetylglycinefromchitinderivednacetylmonoethanolamine
AT qingyacao facilesynthesisofnacetylglycinefromchitinderivednacetylmonoethanolamine
AT zitingdu facilesynthesisofnacetylglycinefromchitinderivednacetylmonoethanolamine
AT rongheyang facilesynthesisofnacetylglycinefromchitinderivednacetylmonoethanolamine
AT delongyang facilesynthesisofnacetylglycinefromchitinderivednacetylmonoethanolamine
AT fukunli facilesynthesisofnacetylglycinefromchitinderivednacetylmonoethanolamine
AT xingxinggu facilesynthesisofnacetylglycinefromchitinderivednacetylmonoethanolamine