Synthesis of bis(amino)furans from biomass based 5-hydroxymethyl furfural  

作　　者：Xiaoyu Wang Wei Chen Zheng Li Xianhai Zeng Xing Tang Yong Sun Tingzhou Lei Lu Lin 

机构地区：[1]College of Energy,Xiamen University,Xiamen 361102,Fujian,China [2]Xiamen Key Laboratory of High-valued Conversion Technology of Agricultural Biomass,Xiamen University,Xiamen 361102,Fujian,China [3]Henan Key Laboratory of Biomass Energy,Zhengzhou 450008,Henan,China

出　　处：《Journal of Energy Chemistry》2018年第1期209-214,共6页能源化学（英文版）

基　　金：the financial support from the National Natural Science Foundation of China(no.21676223 and no.21506177);the Fujian Provincial Development and Reform Commission,China(no.2015489);the Natural Science Foundation of Fujian Province of China(no.2016J01077 and no.2015J05034);the Fundamental Research Funds for the Central Universities of China(nos.20720160077 and 20720160087)

摘　　要：In this study we report a new reaction pathway in which the hydroxyl and the aldehyde groups of 5-hydroxymethyl furfural were aminated respectively. Hydroxyl group was aminated via Ritter reaction followed by direct reductive amination of aldehyde group. For the Ritter reaction of 5-hydroxymethyl furfural, mixture of trifluoromethane sulfonic acid and phosphoric anhydride showed good performance and the intermediate N-acyl-5-aminomethyl furfural with the highest yield of 89.1 wt% was obtained.Optimization of direct reductive amination of 2,5-bis（aminomethyl） furan was conducted and a yield of45.7 wt% was achieved. This study presents a simple way for preparing bis（amino）furans from renewable biomass based 5-hydroxymethyl furfural, which enriches the biorefinery concept from biomass.In this study we report a new reaction pathway in which the hydroxyl and the aldehyde groups of 5-hydroxymethyl furfural were aminated respectively. Hydroxyl group was aminated via Ritter reaction followed by direct reductive amination of aldehyde group. For the Ritter reaction of 5-hydroxymethyl furfural, mixture of trifluoromethane sulfonic acid and phosphoric anhydride showed good performance and the intermediate N-acyl-5-aminomethyl furfural with the highest yield of 89.1 wt% was obtained.Optimization of direct reductive amination of 2,5-bis（aminomethyl） furan was conducted and a yield of45.7 wt% was achieved. This study presents a simple way for preparing bis（amino）furans from renewable biomass based 5-hydroxymethyl furfural, which enriches the biorefinery concept from biomass.

关 键 词：5-Hydroxymethyl furfuralN-Acyl-5-aminomethyl furfura2 5-bis（Aminomethyl） furanRitter reactionReductive amination 

分 类 号：O626.11[理学—有机化学]