69819-61-0

Basic information

• Product Name: Cyclohexanamine, N-(2-furanylmethylene)-
• CAS NO: 69819-61-0
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Mol File: 69819-61-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Cyclohexanamine, N-(2-furanylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanamine, N-(2-furanylmethylene)-(69819-61-0)
• EPA Substance Registry System: Cyclohexanamine, N-(2-furanylmethylene)-(69819-61-0)

Safety Data

• Hazardous Substances Data: 69819-61-0(Hazardous Substances Data)

Upstream product

• 98-01-1 furfural 
• 108-91-8 cyclohexylamine 
• 98-00-0 (2-furyl)methyl alcohol 
• 4393-11-7 (E)-N-benzyl-1-(furan-2-yl)methanimine 

Downstream Products

• 4393-11-7 (E)-N-benzyl-1-(furan-2-yl)methanimine 
• 1212312-56-5 C₁₅H₁₉NO₄ 
• 1357268-60-0 N-[2,2-difluoro-1-(2-furyl)-2-(phenylsulfonyl)ethyl]-cyclohexanamine 
• 1100245-92-8 cyclohexyl-(2,2,2-trifluoro-1-(furan-2-yl)ethyl)amine 
• 1212312-56-5 (1S,5R,6S,7R)-3-Cyclohexyl-4-oxo-10-oxa-3-aza-tricyclo[5.2.1.0^1,5]dec-8-ene-6-carboxylic acid 
• 626205-17-2 2-cyclohexyl-3-oxo-2,3-dihydro-1H-isoindole-4-carboxylic acid 
• 91815-05-3 N-(1-Cyclohexyl-2-furan-2-yl-3-methyl-4-oxo-azetidin-3-yl)-benzamide 
• 4439-54-7 N-cyclohexan-1-(furan-2-yl)methanamine 

Relevant articles and documents

Hydrogen-Bond Catalysis of Imine Exchange in Dynamic Covalent Systems

The reversibility of imine bonds has been exploited to great effect in the field of dynamic covalent chemistry, with applications such as preparation of functional systems, dynamic materials, molecular machines, and covalent organic frameworks. However, acid catalysis is commonly needed for efficient equilibration of imine mixtures. Herein, it is demonstrated that hydrogen bond donors such as thioureas and squaramides can catalyze the equilibration of dynamic imine systems under unprecedentedly mild conditions. Catalysis occurs in a range of solvents and in the presence of many sensitive additives, showing moderate to good rate accelerations for both imine metathesis and transimination with amines, hydrazines, and hydroxylamines. Furthermore, the catalyst proved simple to immobilize, introducing both reusability and extended control of the equilibration process.

Ruthenium-catalyzed N-alkylation of amines with alcohols under mild conditions using the borrowing hydrogen methodology

Using a simple amino amide ligand, ruthenium-catalyzed one-pot alkylation of primary and secondary amines with simple alcohols was carried out under a wide range of conditions. Using the alcohol as solvent, alkylation was achieved under mild conditions, even as low as room temperature. Reactions occurred with high conversion and selectivity in many cases. Reactions can also be carried out at high temperatures in organic solvent with high selectivity using stoichiometric amounts of the alcohol.

Reductive Amination of 2-Furaldehyde with Cyclohexylamine over Palladium Catalysts

Reductive amination of 2-furaldehyde with cyclohexylamine over Pd/C, as also over AN-1 and AV-17-8 palladium-containing anion exchangers, under mild conditions (20-60 deg C, H2 at 98-103 kPa, organic solvents) results in formation of N-tetrahydrofurfurylcyclohexylamine in high yield.Metal-polymer catalysts ensure lower reaction rates but higher selectivity than Pd/C.They are also more stable.In all cases the reaction rate is linearly related to the dielectric constants of the solvents.