14496-34-5

Basic information

• Product Name: N,N-dimethyl-2-furfurylamine
• Synonyms: N,N-dimethyl-2-furfurylamine;2-DIMETHYLAMINOMETHYLFURAN;N,N-Dimethyl-2-furanmethanamine;N,N-Dimethylfuran-2-methanamine;Einecs 238-506-0;2-FuranMethanaMine,N,N-diMethyl-
• CAS NO: 14496-34-5
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.16834
• EINECS: 238-506-0
• Mol File: 14496-34-5.mol

Chemical Properties

• Boiling Point: 127.7°Cat760mmHg
• Flash Point: 31°C
• Appearance: /
• Density: 0.971g/cm³
• Vapor Pressure: 11mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: N,N-dimethyl-2-furfurylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-2-furfurylamine(14496-34-5)
• EPA Substance Registry System: N,N-dimethyl-2-furfurylamine(14496-34-5)

Safety Data

• Hazardous Substances Data: 14496-34-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
N,N-dimethyl-2-furfurylamine is used as a corrosion inhibitor for protecting materials from the damaging effects of corrosive agents, thereby extending their service life and reducing maintenance costs.
Used in Organic Synthesis:
In the realm of organic synthesis, N,N-dimethyl-2-furfurylamine serves as a reagent, contributing to the creation of a variety of chemical compounds for diverse applications.
Used in Food and Beverage Industry:
N,N-dimethyl-2-furfurylamine is utilized as a flavor and fragrance ingredient, enhancing the sensory experience of food and beverages by imparting specific tastes and aromas.
Used in Research and Development:
N,N-dimethyl-2-furfurylamine's unique chemical properties make it a valuable component in research and development for new applications and products across various industries.

InChI:InChI=1/C7H11NO/c1-8(2)6-7-4-3-5-9-7/h3-5H,6H2,1-2H3

Upstream product

• 98-01-1 furfural 
• 124-40-3 dimethyl amine 
• 58-86-6 D-xylose 
• 127-19-5 N,N-dimethyl acetamide 
• 68-12-2 N,N-dimethyl-formamide 
• 151-50-8 potassium cyanide 
• 541-64-0 Furmethide 
• 110-00-9 furan 
• 30354-18-8 N,N-dimethyl(methylene)ammonium chloride 
• 50-00-0 formaldehyd 
• 617-89-0 furan-2-ylmethanamine 
• 14002-21-2 dimethylaminomethanol 

Downstream Products

• 30727-09-4 dimethyl-(tetrahydrofuran-2-yl-methyl)amine 
• 66357-35-5 Ranitidine 
• 37642-90-3 Dimethyl-ethyl--ammoniumiodid 
• 102-05-6 N-methyldibenzylamine 
• 81404-55-9 N-methyl,N-benzyl furfurylamine 
• 75-50-3 trimethylamine 
• 623-17-6 furfurylacetate 

Relevant articles and documents

MANNICH REACTIONS OF FURAN AND 2-METHYLFURAN USING PRE-FORMED IMONIUM SALTS

Good yields of 2-dialkylaminomethylfurans are obtained when N,N-dialkylmethylene-imonium chlorides are allowed to interact with furan in acetonitrile at room temperature; similar results are obtained using 2-methylfuran.

Method for preparing tertiary amine organic compound from photocatalytically decomposing substituted formamide

The invention discloses a method for preparing a tertiary amine compound from aldehyde and substituted formamide under the action of a photocatalyst. The method is characterized in that the reaction can be performed only by illumination under the conditions of no hydrogen and no reducing agent. The method is suitable for various aldehydes including aromatic aldehydes, fatty aldehydes and the like,has the characteristics of few byproducts and high product yield, does not need to use hydrogen in the reaction, avoids the use of noble metal hydrogenation catalysts, and has obvious technical and economic effects and application prospects.

Method for preparing tertiary amine organic compound by decomposing substituted formamide under mild condition

The invention discloses a method for preparing tertiary amine organic compounds by decomposing substituted formamide under mild conditions, which comprises the following steps: heating and stirring aldehydes serving as a reaction substrate, substituted formamide serving as a solvent, a reducing agent and an amination reagent, Ti-based oxide/hydroxide serving as a catalyst and a small amount of water serving as an auxiliary agent to generate the corresponding tertiary amine compound. Hydrogen is not needed in the reaction process. The method can be suitable for various aldehydes including aromatic aldehydes, fatty aldehydes and the like, and has the characteristics of high conversion rate and single product, and the tertiary amine compound can be simply, efficiently and safely synthesized without using hydrogen and noble metals in the reaction, so that the method has remarkable economic effects and application prospects.

Simplified preparation of a graphene-co-shelled Ni/NiO@C nano-catalyst and its application in theN-dimethylation synthesis of amines under mild conditions

The development of Earth-abundant, reusable and non-toxic heterogeneous catalysts to be applied in the pharmaceutical industry for bio-active relevant compound synthesis remains an important goal of general chemical research.N-methylated compounds, as one of the most essential bioactive compounds, have been widely used in the fine and bulk chemical industries for the production of high-value chemicals. Herein, an environmentally friendly and simplified method for the preparation of graphene encapsulated Ni/NiO nanoalloy catalysts (Ni/NiO@C) was developed for the first time, for the highly selective synthesis ofN-methylated compounds using various functional amines and aldehydes under easy to handle, and industrially applicable conditions. A large number of primary and secondary amines (more than 70 examples) could be converted to the correspondingN,N-dimethylamines with the participation of different functional aldehydes, with an average yield of over 95%. A gram-scale synthesis also demonstrated a similar yield when compared with the benchmark test. In addition, it was further proved that the catalyst could easily be recycled because of its intrinsic magnetism and reused up to 10 times without losing its activity and selectivity. Also, for the first time, the tandem synthesis ofN,N-dimethylamine products in a one-pot process, using only a single earth-abundant metal catalyst, whose activity and selectivity were more than 99% and 94%, respectively, for all tested substrates, was developed. Overall, the advantages of this newly developed method include operational simplicity, high stability, easy recyclability, cost-effectiveness of the catalyst, and good functional group compatibility for the synthesis ofN-methylation products as well as the industrially applicable tandem synthesis process.

Reductive Coupling between C-N and C-O Electrophiles

The cross-electrophile reaction is a promising strategy for C-C bond formation. Recent studies have focused mainly on reactions with organic halides. Here we report a coupling reaction between C-N and C-O electrophiles that demonstrates the possibility of constructing a C-C bond via C-N and C-O cleavage. Several reactions between benzyl/aryl ammonium salts and vinyl/aryl C-O electrophiles have been studied. Preliminary mechanistic studies revealed that the benzyl ammoniums were activated through a radical mechanism.

Method for preparing tertiary amine organic compounds by using substituted formamide

The invention discloses a method for preparing tertiary amine organic compounds by using substituted formamide. According to the method, aldehyde is used as a reaction substrate, substituted formamideis used as a solvent, reducing agent and aminating agent, a metal oxide/hydroxide is added as a catalyst, and a small amount of water is added as an auxiliary agent; heating and stirring are carriedout so as to form corresponding tertiary amine compounds; and a reaction can be conducted only through heating without hydrogen and a reducing agent. The method of the invention is applicable to various aldehydes including aromatic aldehydes, fatty aldehydes, etc., and has the characteristics of few by-products and high product yield; and hydrogen is not used in the reaction, and the use of a noble metal hydrogenation catalyst is avoided, so the method has remarkable technical and economic effects and application prospects.

The sustainable heterogeneous catalytic reductive amination of lignin models to produce aromatic tertiary amines

A novel heterogeneous catalytic process for efficient reductive amination is developed in the presence of heterogeneous zirconium-based catalysts, in which N,N-dimethylformamide is used as the solvent, low-molecular-weight amine source and reductant. Aromatic tertiary amines have been produced from lignin-derived aromatic aldehydes via the mild Leuckart reaction with ZrO2 or ZrO(OH)2 as catalysts, for instance, a 95.8% yield of N,N-dimethyl-1-(3,4,5-trimethoxyphenyl)methanamine in a 100% selectivity is obtained from the reductive amination of 3,4,5-trimethoxybenzaldehyde under mild conditions.

N,N-dimethyl tetrahydrofurfuryl amine synthesis method

The invention relates to organic compound synthesis methods, in particular to an N,N-dimethyl tetrahydrofurfuryl amine synthesis method. The method includes steps: 1) mixing reactants with N,N-dimethyl formamide or N,N-dimethylacetamide and formic acid in a reaction vessel, and performing heating reaction; 1) after heating reaction is finished, performing distillation recovery of DMF (dimethyl formamide) or DMAC (dimethylacetamide) and the formic acid, and subjecting residues to vacuum distillation to obtain N,N-dimethyl furfuryl amine which is an intermediate product; 3) subjecting the intermediate product N,N-dimethyl furfuryl amine to catalytic hydrogenation, and distilling to obtain a product of N,N-dimethyl tetrahydrofurfuryl amine. The N,N-dimethyl tetrahydrofurfuryl amine synthesis method has advantages that raw materials are cheap and extensive in source; problems of low furfural yield and difficulty in separation due to instability of furfural acids are avoided, and acidity and reducibility of the formic acid are fully used; high hydrogenation selectivity and catalyst recyclability are realized; mild conditions, easiness in implementation and high raw material utilization rate are realized, and excessive formic acid and N,N-dimethyl formamide or N,N-dimethylacetamide are easy to recover.

Amphion type ASP flooding extraction water degreasing agent

The invention belongs to the technical field of oil field sewage treatment, and particularly relates to an amphion type ASP flooding extraction water degreasing agent, wherein 2-furylmethylamine reacts with formaldehyde and formic acid to form an intermediate, and the intermediate reacts with sodium chlorolaurate to form the amphion type degreasing agent, wherein a molar ratio of the 2-furylmethylamine to the formaldehyde to the formic acid to the sodium chlorolaurate is 1:1.25-6:1.5-8:1.5-4, preferably 1:2.5:4:2. According to the present invention, the degreasing agent has advantages of simple preparation, strong adaptability, low cost, good salt resistance and good grease removing rate, wherein the salt resistance achieves 2.5*10 mg/L, and the grease removing rate achieves more than 97%; and the recovered grease produced through the separation does not affect the subsequent dewatering of the crude oil, such that the degreasing agent can be widely used for the degreasing process of ASP flooding extraction water.

Synthesis method of furtrethonium iodide drug intermediate 2-dimethylaminomethylfuran

The invention relates to a synthesis method of a furtrethonium iodide drug intermediate 2-dimethylaminomethylfuran, which comprises the following steps: adding 1.6 mol of dimethylcarbinol amine solution, 500ml of oxalic acid solution, 1.8 mol of aluminum oxide and 2.1-2.6 mol of 2-furyldimethyl alcohol solution into a reaction vessel which is provided with a stirrer, a thermometer and a dropping funnel, controlling the stirring rate at 130-170 rpm, heating the solution to 120-128 DEG C, reacting for 5-8 hours, cooling the solution to 90-96 DEG C, refluxing for 2-3 hours, cooling, adding 130ml of phosphoric acid solution, heating the solution to 60-66 DEG C, stirring to react for 90-130 minutes, adding 300ml of sodium sulfite solution, continuing reacting for 80-110 minutes, cooling the solution to 10-15 DEG C, adding 110ml of potassium bisulfite solution, standing for 3-5 hours to stratify the solution, separating out the oil layer, extracting the water layer with nitromethane 5-8 times, merging the oil layers, dehydrating with dehydrating agent, carrying out reduced pressure distillation, collecting the 110-116-DEG C fraction, and recrystallizing in toluene to obtain the crystal 2-dimethylaminomethylfuran.