58491-62-6

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Dicyanofuran is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its reactivity allows for the creation of diverse chemical structures, which can be tailored for specific medicinal applications.
Used in Dye Production:
In the dye industry, 2,5-dicyanofuran is utilized as a reagent for the production of dyes with unique color properties. Its chemical structure enables the formation of dyes with enhanced stability and performance characteristics.
Used in Agrochemical Industry:
2,5-Dicyanofuran plays a role in the agrochemical sector as a building block for the synthesis of agrochemicals, such as pesticides and herbicides. Its versatility in organic synthesis allows for the development of effective and targeted agrochemicals.
Used in Liquid Crystal Industry:
2,5-DICYANOFURAN is also used in the liquid crystal industry, where it serves as a precursor for the creation of liquid crystal materials with specific properties. These materials are crucial for the development of advanced display technologies and other applications requiring liquid crystal systems.

InChI:InChI=1/C6H2N2O/c7-3-5-1-2-6(4-8)9-5/h1-2H

Upstream product

• 124052-68-2 furan-2,5-dicarboxamide 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 823-82-5 2,5-diformylfurane 
• 470-23-5 D-fructose 
• 3238-40-2 furan-2,5-dicarboxylic acid 

Downstream Products

• 124-09-4 1,6-Hexanediamine 
• 1221430-71-2 5-(4-amino-6-benzyl-thieno[2,3-d]pyrimidin-2-yl)furan-2-carbonitrile 

Relevant academic research and scientific papers

Catalytic Amidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxamide over Alkali Manganese Oxides

2,5-Furandicarboxamide was firstly synthesized in yield of 85% via catalytic oxidative amidation of 5-hydroxymethylfurfural with aqueous NH3 over alkali manganese oxides of α-MnO2/NaxMnO2. The intermediates of 5-hydroxymethyl-furonitrile, 2,5-dicyanofuran, and 5-cyano-2-furancarboxamide were verified and their reactivities were further examined. The kinetic analysis results showed that the transformation of intermediate product of 5-cyano-2-furancarboxamide to 2,5-furan-dicarboxamide is a slower step, which is closely relative to the reaction temperature and basicity of catalyst.

Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters

The synthesis of nitrile under mild conditions was achieved via dehydration of primary amide using lead salts as catalyst. The reaction processes were intensified by not only adding surfactant but also continuously removing the only by-product, water from the system. Both aliphatic and aromatic nitriles can be prepared in this manner with moderate to excellent yields. The reaction mechanisms were obtained with high-level quantum chemical calculations, and the crucial role the anionic ligand plays in the transformations were revealed.

Method for continuous preparation of nitriles in a pipelined reactor (by machine translation)

The method comprises the following steps that a tin catalyst is coated on the inner wall of the pipeline reactor; and the method comprises the following steps: coating a tin catalyst on the inner wall of the pipeline reactor. The amide solution and the catalytic auxiliary agent are mixed and then sent to a pipeline reactor, and the amide is dehydrated to generate nitrile at the reaction pressure of 0.1 - 2.0 mpa and 100 - 200 °C reaction temperature. The resulting reaction product was separated to give the crude product of the nitrile to which the amide corresponded. In the pipeline reactor, the corresponding nitrile is continuously prepared under the action of the tin catalyst, a dehydrating agent is not needed, byproducts only are water, and three wastes are reduced. (by machine translation)

Method for continuous preparation of nitriles by amides (by machine translation)

The method comprises the following steps: preparing a lead salt supported by a molecular sieve by a lead salt and a molecular sieve through an impregnation method; and filling a molecular sieve-loaded lead catalyst into a fixed bed reactor. The amide or amide solution is sent into a fixed bed reactor from the top of the fixed bed to be subjected to catalytic dehydration, and the obtained reaction product is led out from the bottom of the fixed bed. The reaction product is separated to obtain the crude product of the nitrile corresponding to the amide. A fixed bed continuous production process is adopted, the reaction process is simple, the production efficiency is high, the product post-treatment is simple, and industrial production is easy to realize. (by machine translation)

Preparation method of 2, 5-dicyanofuran

The invention discloses a preparation method of 2, 5-dicyanofuran, and the method comprises the following steps: in the presence of an oxidant, reacting a mixture containing 2, 5-diformyl furan, a nitrogen source and a catalyst to obtain the 2, 5-dicyanofuran, wherein the catalyst comprises a metal oxide modified by an organic compound. According to the method for preparing the 2, 5-dicyanofuran through efficient catalytic ammoxidation of the 2, 5-diformyl furan provided by the invention, high-quality 2, 5-dicyanofuran is prepared through high-selectivity ammoxidation of the 2, 5-diformyl furan under mild conditions. The method is high in oxidation efficiency and high in product yield; air or oxygen serves as an oxygen source, ammonium salt serves as the nitrogen source, and the nitrogen source is high in utilization rate, clean and environment-friendly; the product and the catalyst are easy to separate, the post-treatment is simple, and the application prospect is good.

Preparation method of 2,5-dihydrofuran

The invention discloses a preparation method of 2,5-dihydrofuran. The method comprises the following steps: taking hydroxylamine or hydroxylammonium salt as a nitrogen source, taking 2,5-furandiformaldehyde as a raw material, dehydrating through 2,5-furandiformaldehyde dioxime intermediate under the catalyst effect, thereby efficiently preparing 2,5-dihydrofuran. The method realizes efficient synthesis of the active biomass-based furans dinitrile compound, thereby avoiding the polymerization side effect of the intermediate imide by taking the ammonia gas as the nitrogen source. Furthermore, the acid is used as dehydration catalyst, thereby prohibiting the condition that the nitrile is further hydrolyzed to generate the amide and like byproducts. The reaction condition is mild in conditionand simple in operation, and the manufactured 2,5-dihydrofuran product is high in purity.

Method for synthesizing 2,5-dicyanofuran under catalysis of 2,5-furanedialdehyde

The invention discloses a method for synthesizing 2,5-dicyanofuran under the catalysis of 2,5-furanedialdehyde. The method comprises the following steps: adding 2,5-furanedialdehyde, ionic liquid hydroxylamine salt and an ionic liquid into a reactor, then, adding an organic solvent, carrying out stirring and reflux condensation, and carrying out a reaction at normal pressure and the temperature of80-120 DEG C for 0.5-2.5 h to obtain 2,5-dicyanofuran. The reaction system is simple; 2,5-dicyanofuran serving as a target product can be obtained by a reaction performed at normal pressure, and thereaction condition is mild; and the ionic liquid released after the ionic liquid hydroxylamine salt takes part in a reaction can be used as a reaction catalyst, so that equipment is not corroded, theenvironment is not polluted, and the reaction is greener.

Green synthesis of benzonitrile using ionic liquid with multiple roles as the recycling agent

Preparation of benzonitrile from benzaldehyde and hydroxylamine hydrochloride is one of the most advantageous approaches. Nevertheless, it suffers from various constraints such as longer reaction time, corrosion and recovery of hydrochloric acid, the use of metal salt catalysts and their separation. For these reasons, a novel green benzonitrile synthetic route was proposed with ionic liquid as the recycling agent in this study. The results indicated that hydroxylamine 1-sulfobutyl pyridine hydrosulfate salt ((NH2OH)2·[HSO3-b-Py]·HSO4) was an expert alternative to hydroxylamine hydrochloride. Meanwhile, the ionic liquid [HSO3-b-Py]·HSO4 exhibited the multiple roles of co-solvent, catalysis and phase separation, thus the use of metal salt catalyst was eliminated, and no additional catalyst was needed. Hence, the separation process was greatly simplified. When the molar ratio of benzaldehyde to (NH2OH)2·[HSO3-b-Py]·HSO4 was 1:1.5, the volume ratio of paraxylene to [HSO3-b-Py]·HSO4 was 2:1, the benzaldehyde conversion and benzonitrile yield were both 100% at 120 °C in 2 h. Even better, the ionic liquid could be recovered easily by phase separation, and recycled directly after reaction. Additionally, this novel route is applicable to the green synthesis of a variety of aromatic, heteroaromatic and aliphatic nitriles with excellent yields.

Selective synthesis of 2,5-bis(aminomethyl)furan: Via enhancing the catalytic dehydration-hydrogenation of 2,5-diformylfuran dioxime

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.

Method for preparing 2,5-furan dinitrile from 2,5-diformyl furan through catalytic ammoxidation

The invention belongs to the organic synthesis field and particularly relates to a method for preparing 2,5-furan dinitrile from 2,5-diformyl furan through catalytic ammoxidation. The method comprisesthe steps of carrying out ammoxidation reaction under the effect of a catalyst by taking 2,5-diformyl furan as the raw material, one or two of oxygen or air as an oxidant and one or at least two of liquid ammonia, ammonia water or ammonia salt as a nitrogen source, carrying out centrifugation so as to remove the catalyst, carrying out rotary evaporation so as to remove a solvent, and carrying outpurification by virtue of a column chromatography, so as to obtain 2,5-furan dinitrile. The product of the method is high in yield and easy to separate and has very good application prospects.