2213-51-6Relevant academic research and scientific papers
Selective synthesis of 2,5-bis(aminomethyl)furan: Via enhancing the catalytic dehydration-hydrogenation of 2,5-diformylfuran dioxime
Xu, Yongming,Jia, Xiuquan,Ma, Jiping,Gao, Jin,Xia, Fei,Li, Xiaofang,Xu, Jie
, p. 2697 - 2701 (2018)
2,5-Bis(aminomethyl)furan as a promising monomer was efficiently synthesized in 94.1% yield from biomass-derived 2,5-diformylfuran dioxime. The high selectivity is likely to be a result of the controlled reaction pathway over Rh/HZSM-5, which enhanced the sequence of the dehydration-hydrogenation of 2,5-diformylfuran dioxime owing to the surface acidity on the HZSM-5 support.
Direct Amination of Biomass-based Furfuryl Alcohol and 5-(Aminomethyl)-2-furanmethanol with NH3 over Hydrotalcite-derived Nickel Catalysts via the Hydrogen-borrowing Strategy
Zhou, Kuo,Xie, Ruihong,Xiao, Meiting,Guo, Darun,Cai, Zhuodi,Kang, Shimin,Xu, Yongjun,Wei, Jinjia
, p. 2074 - 2085 (2021/03/03)
A series of hydrotalcite-derived nickel catalysts were synthesized and employed for the direct amination of biomass-based furfuryl alcohol with NH3 via the hydrogen borrowing strategy. The effects of the Ni/Al molar ratio and calcination temperature of the NiAl hydrotalcite-like precursors on the performance of the NixAl-CT catalyst were investigated. The systematic characterization showed that the synergistic catalysis of the metal and acid-base sites was of vital importance for the amination of alcohols. In particular, the Ni2Al-600 catalyst with high amount of Ni0 sites (1.26 mmol g?1) and suitable density of acid-base sites (0.71 mmol g?1 and 1.10 mmol g?1, respectively) exhibited the best dehydrogenation capability and therefore excellent catalytic activity. An 84.1 % yield of furfurylamine with complete conversion of furfuryl alcohol was obtained under the reaction conditions of 180 °C and 0.4 MPa NH3 in 36 h. The presence of Ni3N in the spent catalyst, confirmed by XRD, TEM and XPS characterizations, was demonstrated to be responsible for the deactivation of the NixAl-CT catalyst. In addition, the Ni2Al-600 catalyst exhibited satisfactory performance toward another important biomass-related transformation of 5-(aminomethyl)-2-furanmethanol to 2,5-bis(aminomethyl)furan, with a yield of 70.5 %.
2,5-BIS(AMINOMETHYL)FURAN DIHYDROHALIDE AND PRODUCTION METHOD OF THE SAME, AND PRODUCTION METHOD OF 2,5-BIS(AMINOMETHYL)FURAN
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Paragraph 0035-0036; 0039-0041, (2018/06/29)
PROBLEM TO BE SOLVED: To provide a method for stably supplying 2,5-bis(aminomethyl)furan. SOLUTION: In synthesizing 2,5-bis(aminomethyl)furan by the hydrogenation reaction of fran-2,5,-dioxime, by preliminarily adding two equivalents or more of a hydrohalic acid, the hydrohalic acid reacts simultaneously with hydrogenation so that 2,5-bis(aminomethyl)furan dihydrohalide is obtained with high selectivity, and further the diamine can be easily supplied by adding a base to the dihydrohalide. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
Furfurylamines from biomass: Transaminase catalysed upgrading of furfurals
Dunbabin, Alice,Subrizi, Fabiana,Ward, John M.,Sheppard, Tom D.,Hailes, Helen C.
, p. 397 - 404 (2017/01/29)
Furfural is recognised as an attractive platform molecule for the production of solvents, plastics, resins and fuel additives. Furfurylamines have many applications as monomers in biopolymer synthesis and for the preparation of pharmacologically active compounds, although preparation via traditional synthetic routes is not straightforward due to by-product formation and sensitivity of the furan ring to reductive conditions. In this work transaminases (TAms) have been investigated as a mild sustainable method for the amination of furfural and derivatives to access furfurylamines. Preliminary screening with a recently reported colorimetric assay highlighted that a range of furfurals were readily accepted by several transaminases and the use of different amine donors was then investigated. Multistep synthetic routes were required to synthesise furfurylamine derivatives for use as analytical standards, highlighting the benefits of using a one step biocatalytic route. To demonstrate the potential of using TAms for the production of furfurals, the amination of selected compounds was then investigated on a preparative scale.
