Efficient conversion of N-acetyl--glucosamine into nitrogen-containing compound 3-acetamido-5-acetylfuran using amino acid ionic liquid as the recyclable catalyst.

Abstract

Chitin is the most widely distributed oceanic biomass resources. Its monomer unit, N-acetyl--glucosamine (NAG), contains precious atomic nitrogen and represents a potential feedstock for the manufacture of regenerative organic nitrogen chemicals. Herein, the conversion of NAG to the platform chemical, 3-acetamido-5-acetylfuran (3A5AF), catalyzed by amino acid ionic liquids, was investigated. The reaction, catalyzed by a very small amount of glycine chloride ionic liquid without any additives, could yield 43.22% 3A5AF in 10 min. By adding CaCl, a higher yield up to 52.61% was obtained. This work demonstrated the conversion of chitin biomass to 3A5AF in higher yield without using a boron-based catalyst for the first time. Moreover, the ionic liquid catalyst exhibited excellent recyclability, and afforded 43.22-36.59% yield over during eight cycles. This research provides new and green procedures to convert shellfish fishery waste into value-added platform chemicals.