39131-44-7Relevant academic research and scientific papers
Preparation and preliminary application of 5-HMF@SiO2 micro-particles
Wang, Cheng,He, Huaizhen,Lin, Yuanyuan,Huang, Limin,Sun, Meng,Zhang, Tao,He, Langchong
, p. 70586 - 70591 (2016)
A new approach for the surficial-modification of silica with 5-HMF as a functional molecule was first designed. The infrared spectrum, X-ray photoelectron spectroscopy and elemental analysis showed that the modified-SiO2 particles were successfully established. Full dispersion of SiO2 and the introduction of gallic acid were confirmed to be favorable for the 5-HMF content. The retention behavior of bovine serum albumin on the modified-SiO2 particle suggested that the novel particles could serve as a promising stationary phase on the identification of the particular proteins.
Preparation method of 5-halogenated methylfurfural
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Paragraph 0033-0034; 0051-0052, (2021/01/30)
The invention discloses a preparation method of 5-halogenated methylfurfural, which comprises the steps of (1) adding raw materials, choline chloride/choline bromide, an organic acid as a hydrogen bond donor, a metal salt and dichloroethane into a reactor, and carrying out stirring reaction at the temperature of 80-150 DEG C for 5-300 minutes to obtain a reaction phase composed of an upper layer and a lower layer, wherein the lower layer is an eutectic solvent phase, and the upper layer is a dichloroethane phase; and (2) enabling the eutectic solvent phase to be subjected to dichloroethane extraction and separation purification so as to obtain a product containing 5-halogenated methylfurfural. The selected raw materials are wide in source, low in price and easy to obtain; the reaction conditions are mild, and the reaction yield is high; and a novel thought is provided for researching the 5-halogenated methylfurfural and downstream products thereof in the future.
Synthesis of various cyclopropyl methyl bromide and its derivatives from ketones and/or aldehydes and some β-dicarbonyl compounds in the presence of BrCN and Et3N
Gholizadeh, Saeed,Safa, Kazem D.,Noroozi Pesyan, Nader
, p. 1239 - 1253 (2019/04/27)
The ultimate goal in this paper has been developed for the synthesis of structurally various bromomethyl cyclopropane via an α-bromoketone and/or aldehydes with ethyl cyanoacetate or malononitrile and cyanogen bromide (BrCN) in the presence of Et3N to give products in excellent yields within about 3?s. All structures were characterized by IR, 1H-NMR, 13C-NMR, and Mass spectroscopy techniques. The reaction mechanism was discussed.
5-hydroxymethylfurfural- and fluorescein-fused fluorescence probe of mast cells (RBL-2H3): Synthesis, photophysical properties, and bioimaging
Huang, Limin,Wei, Di,Wu, Zibo,Hou, Yajing,Xie, Yitong,Liu, Zhenru,Wang, Cheng,Che, Delu,Lei, Yibo,He, Huaizhen
, p. 1963 - 1971 (2018/09/06)
A fluorescent probe (Fluo-HMF) was developed via introduction of a furfural moiety into the fluorescein molecular skeleton, aiming at specially labeling cell membrane of mast cells. To illustrate its specificity, we designed and synthesized a series of fluorescent compounds based on fluorescein molecular skeleton. The fluorescent properties of Fluo-HMF were investigated, which were in accordance with theoretical calculations. Compared with other fluorescein derivatives, Fluo-HMF could specially label RBL-2H3 cells. The results suggested that Fluo-HMF could be used as a fluorescent probe for bioimaging on some related research of allergic mechanism.
Preparation of halogenated furfurals as intermediates in the carbohydrates to biofuel process
Meller, Elad,Aviv, Avishay,Aizenshtat, Zeev,Sasson, Yoel
, p. 36069 - 36076 (2016/05/19)
Lignocellulose derived halogenated furfurals are important chemicals that can serve as starting materials for diverse products such as drugs, polymers and fuels, including fuel additives. In this paper a protocol for the synthesis of 5-chloromethyl furfural (CMF) and 5-bromomethyl furfural (BMF) is put forward. The proposed process is based on a two liquid phases reaction composed of an aqueous hydrochloric or hydrobromic acid phase and 1,2-dichloroethane (DCE) organic phase. We have optimized and compared the yields of CMF and BMF in an open flask and in a closed reaction vessels. Utilization of the close reaction vessel resulted in not only higher yields in a shorter reaction time but also eliminated the necessity of the customary lithium salts additives previously advocated for this process. These additives were required in the open reaction systems in order to achieve reasonable yields. While a closed reaction vessel was previously reported for the production of CMF, and in this work its production was further improved, it is the first time a close vessel protocol for the production of BMF has been reported. In addition, improvement of the substrate to organic solvent ratio has been carried while yields of halogenated furfurals were maintained almost intact. NMR and UV-vis spectroscopy were used for identification and quantification of the products.
Facile synthesis of 5-hydroxymethylfurfural: A sustainable raw material for the synthesis of key intermediates toward 21,23-dioxaporphyrins
Rajmohan, Rajamani,Gayathri, Subramaniyan,Vairaprakash, Pothiappan
, p. 100401 - 100407 (2015/12/04)
In a simple and conceptually designed method for the dehydration of fructose on a solid support, 5-hydroxymethylfurfural (HMF) was synthesized in more than 95% isolated yield from fructose under very mild conditions at room temperature. The loading of fructose on the solid support reduced the intermolecular interactions between fructose/intermediates, diminished the formation of polymeric material (humin) and increased the selectivity towards HMF formation. The synthesized HMF was readily converted into key intermediates toward the simpler synthesis of 21,23-dioxaporphyrins.
Evaluation of carbohydrates and lignocellulosic biomass from different wood species as raw material for the synthesis of 5-bromomethyfurfural
Bredihhin, Aleksei,M?eorg, Uno,Vares, Lauri
, p. 63 - 67 (2013/07/25)
The influence of different parameters on the conversion of carbohydrates and biomass into the potential biofuel intermediate 5-bromomethylfurfural (BMF) has been studied. Our optimized conditions avoid the use of lithium salt additives, making this method cheaper and environmentally more benign compared to previously reported methods. Different wood species and their potential as a raw material in BMF and furfural production have also been evaluated. In addition, we report a very simple and efficient procedure for conversion of 5-hydroxymethylfurfural (HMF) into BMF or 5-chloromethylfurfural (CMF).
Synthesis of 5-bromomethylfurfural from cellulose as a potential intermediate for biofuel
Kumari, Nitee,Olesen, Jens Kruse,Pedersen, Christian M.,Bols, Mikael
experimental part, p. 1266 - 1270 (2011/04/17)
Cellulose can be converted into 5-bromomethylfurfural (BMF), a brand new biofuel or biofuel intermediate, in 80 yield by treatment with HBr and LiBr and continuous extraction with toluene. From other carbohydrates and straw, BMF was also obtained in high yields. The mechanism of BMF formation was investigated, and the results indicate that this furfural is formed during the depolymerization of cellulose and that glucose is not an intermediate.
3-deoxy-glucosone is an intermediate in the formation of furfurals from D-glucose.
Jadhav, Harishchandra,Pedersen, Christian Marcus,S?lling, Theis,Bols, Mikael
scheme or table, p. 1049 - 1051 (2012/04/10)
The acid-catalyzed dehydration of glucose to hydroxymethylfurfural (6) can occur via two possible mechanisms. 3-deoxy-D-erythro-hex-2-ulose (3) is found to be an intermediate in the formation of 6 from glucose (1). This finding implies that elimination of the glucose 3-OH group is the important step, rather than isomerization of the carbonyl group.
PYRAZOLOPYRIDINE DERIVATIVES AS ANTICANCER AGENT
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Page/Page column 87, (2011/05/05)
The present invention concerns compounds of following general formula (I): (Formula I) and their pharmaceutically acceptable salts, their method of preparation and their uses, notably as anticancer agent.
