4753-75-7

Basic information

• Product Name: N-METHYLFURFURYLAMINE
• Synonyms: N-METHYLFURFURYLAMINE;n-methyl-2-furanmethanamin;N-furfuryl-N-methylamine;(2-furylmethyl)methylamine hydrochloride;1-(2-furyl)-N-methylmethanamine;2-Furanmethanamine, N-methyl-;Inchi=1/C6H9no/C1-7-5-6-3-2-4-8-6/H2-4,7H,5H2,1h;(2-furylmethyl)methylamine(SALTDATA: FREE)
• CAS NO: 4753-75-7
• Molecular Formula: C₆H₉NO
• Molecular Weight: 111.14
• EINECS: 225-278-2
• Product Categories: Building Blocks;Furans;Heterocyclic Building Blocks
• Mol File: 4753-75-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 148-152 °C(lit.)
• Flash Point: 105 °F
• Appearance: /
• Density: 0.982 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.11mmHg at 25°C
• Refractive Index: n20/D 1.471(lit.)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 8.96±0.10(Predicted)
• CAS DataBase Reference: N-METHYLFURFURYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYLFURFURYLAMINE(4753-75-7)
• EPA Substance Registry System: N-METHYLFURFURYLAMINE(4753-75-7)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 4753-75-7(Hazardous Substances Data)

Usage

Description

N-Methylfurfurylamine, a secondary amine, is synthesized by reacting furfural with aqueous trimethylamine. It exhibits chemical properties such as being colorless to light yellow, having a refractive index of 1.4700–1.4720 (25C), and a distilling range of 144–153C. It is also combustible.

Uses

1. Used in Chemical Synthesis:
N-Methylfurfurylamine is used as an intermediate in the chemical synthesis process for creating various compounds.
2. Used in Pharmaceutical Industry:
N-Methylfurfurylamine is used as a synthetic intermediate for the production of cis-α-[2-[(2-furanylmethyl)methylamino]cyclohexyl]-benzenemethanol, which may have potential applications in the development of pharmaceuticals.
3. Used in Research and Development:
Due to its unique chemical properties, N-Methylfurfurylamine may be utilized in research and development for exploring new chemical reactions and synthesizing novel compounds with potential applications in various industries.

InChI:InChI=1/C6H9NO/c1-7-5-6-3-2-4-8-6/h2-4,7H,5H2,1H3/p+1

Upstream product

• 4437-18-7 2-bromomethylfuran 
• 617-89-0 furan-2-ylmethanamine 
• 98-01-1 furfural 
• 593-51-1 methylamine hydrochloride 
• 333-27-7 methyl trifluoromethanesulfonate 
• 21402-85-7 N-methylfuran-2-carboxamide 
• 39558-97-9 N-methylfurfurylidenamine 

Downstream Products

• 107428-53-5 1-phenyl-2-(furfurylmethylamino)ethanol 
• 179805-64-2 4-(Furan-2-ylmethyl-methyl-amino)-5-methoxy-[1,2]benzoquinone 
• 1612763-53-7 N-(furan-2-ylmethyl)-N-methyl-4-[(1,1,3-trioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzamide 

Relevant articles and documents

Synthesis of trans-2-Substituted Cyclopropylamines from α-Chloroaldehydes

Cyclopropylamines are prevalent in pharmaceuticals and agrochemicals. Herein, we report the synthesis of trans-2-substituted cyclopropylamines in high diastereoselectivity from readily available α-chloroaldehydes. The reaction proceeds via trapping of an electrophilic zinc homoenolate with an amine followed by ring closure to generate the cyclopropylamine. We have also observed that cyclopropylamine cis/trans-isomerization occurs in the presence of zinc halide salts and that this process can be turned off by the addition of a polar aprotic cosolvent.

Amidation of unactivated ester derivatives mediated by trifluoroethanol

A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.

Selective monomethylation of primary amines with simple electrophiles

Direct monomethylation of primary amines with methyl triflate was achieved with high selectivity (up to 96%). The key point of this single methyl transfer stems from the use of HFIP as the solvent that interferes with amines and avoids overmethylation.