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A Simple One‐Pot Dehydration Process to Convert N ‐acetyl‐ D ‐glucosamine into a Nitrogen‐Containing Compound, 3‐acetamido‐5‐acetylfuran
Author(s) -
Omari Khaled W.,
Dodot Linda,
Kerton Francesca M.
Publication year - 2012
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201200113
Subject(s) - chemistry , yield (engineering) , boric acid , pyrolysis , nitrogen , dehydration , inorganic chemistry , organic chemistry , nuclear chemistry , biochemistry , materials science , metallurgy
An efficient process for converting N ‐acetyglucosamine (NAG) into 3‐acetamido‐5‐acetylfuran (3A5AF) is reported. 3A5AF is proposed as an N‐containing platform chemical, which contains renewable nitrogen. In the reported method NAG, in the presence of boric acid (B(OH) 3 ) and sodium chloride (NaCl), produces 58 % yield 3A5AF in dimethylacetamide under microwave irradiation (220 °C, 15 min). A maximum yield of 62 % was obtained in the presence of 4 equivalent NaCl. Performing ICP–MS analysis on NAG from different chemical suppliers highlighted the importance of Cl and B levels in this process. Trace impurities are, therefore, important considerations in biomass transformations. This solution‐phase process produces approximately 30 times more 3A5AF than a pyrolysis route reported previously.