Furfurylamine

Base Information

• Chemical Name: Furfurylamine
• CAS No.: 617-89-0
• Deprecated CAS: 1057722-37-8
• Molecular Formula: C5H7NO
• Molecular Weight: 97.1167
• Hs Code.: 29321900
• European Community (EC) Number: 210-536-9
• NSC Number: 61168,49136
• UN Number: 2526
• UNII: 86GAN59F7R
• DSSTox Substance ID: DTXSID6052295
• Wikipedia: Furfurylamine
• Wikidata: Q5509528
• ChEMBL ID: CHEMBL3561633
• Mol file: 617-89-0.mol

Synonyms:furfurylamine

Chemical Property of Furfurylamine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 4 mm Hg ( 20 °C)
• Melting Point: -70 °C(lit.)
• Refractive Index: 1.490
• Boiling Point: 142.2 °C at 760 mmHg
• PKA: 9.12±0.29(Predicted)
• Flash Point: 46.7 °C
• PSA: 39.16000
• Density: 1.053 g/cm³
• LogP: 1.43860
• Storage Temp.: Keep Cold
• Sensitive.: Air Sensitive
• Water Solubility.: soluble
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 97.052763847
• Heavy Atom Count: 7
• Complexity: 56
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

99% ^*data from raw suppliers

2-Furfurylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, F, Xi
• Hazard Codes: C,F,Xi
• Statements: 10-21/22-34-20/21/22
• Safety Statements: 26-36/37/39-45-23-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1=COC(=C1)CN
• Uses: Furfurylamine is used as a water miscible solvent and as an intermediate in manufacturing pharmaceuticals like diuretics, antihypertensive, and antiseptic agents.Furfurylamine also has use in the synthesis of Barmastine.2-Furfurylamine is used in the synthesis of 2-Amino-N-(2-furylmethyl)propanamide, as a novel alanylglycine equivalent synthesized by bacilysin synthetase.

Technology Process of Furfurylamine

There total 110 articles about Furfurylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

furfural (98-01-1) → furan-2-ylmethanamine (617-89-0)

Guidance literature:

With ammonia; hydrogen; In tetrahydrofuran; at 80 ℃; for 2h; Autoclave;

DOI:10.1002/cctc.201900304

Reference yield: 94.0%

N-(furan-2-ylmethyl)formamide (72693-10-8) → furan-2-ylmethanamine (617-89-0)

Guidance literature:

With caesium carbonate; In methanol; at 60 ℃; for 6h;

Reference yield: 94.0%

(2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) → furan-2-ylmethanamine (617-89-0)

Guidance literature:

With ammonia; In toluene; at 100 ℃; for 20h; under 5250.53 Torr; Reagent/catalyst;

DOI:10.1039/d0sc03858j

upstream raw materials:

furfural

2-furancarbonitrile

2-furaldehyde oxime

furfural phenylhydrazone

Downstream raw materials:

furan-2-ylmethyl-(2-pyridin-2-ylethyl)amine

N,N'-bis(furan-2-ylmethyl)urea

2-chloro-4-(furan-2-yl)methylaminopyrimidine

(4-chloro-pyrimidin-2-yl)-furfuryl-amine

Refernces

A comparative reactivity survey of some prominent bisphosphine nickel(II) precatalysts in C-N cross-coupling

10.1021/acs.organomet.6b00650

The research investigates the comparative reactivity of three bisphosphine nickel(II) precatalysts—namely (L1)Ni(o-tol)Cl (C1), (L2)Ni(o-tol)Cl (C2), and (L3)Ni(o-tol)Cl (C3)—in nickel-catalyzed C(sp2)?N cross-coupling reactions. The study aims to evaluate how ancillary ligands influence catalytic performance in these transformations, which are essential for synthesizing biologically active molecules and functional materials. The chemicals used include ammonia, primary alkylamines such as furfurylamine and sec-butylamine, secondary dialkylamines like morpholine, and a range of aryl electrophiles including chlorides, bromides, and tosylates. The newly synthesized air-stable precatalyst C1, featuring an electron-rich JosiPhos CyPF-Cy ligand, was found to be competitive with and sometimes complementary to C2, especially in challenging room-temperature monoarylations of ammonia and primary alkylamines with (hetero)aryl chlorides.