A Simple One‐Pot Dehydration Process to Convert <i>N</i>‐acetyl‐<scp>D</scp>‐glucosamine into a Nitrogen‐Containing Compound, 3‐acetamido‐5‐acetylfuran

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<jats:title>Abstract</jats:title><jats:p>An efficient process for converting <jats:italic>N</jats:italic>‐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)<jats:sub>3</jats:sub>) 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.</jats:p>

Journal

  • ChemSusChem

    ChemSusChem 5 (9), 1767-1772, 2012-08-07

    Wiley

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