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Furfurylamine is an aromatic amine typically formed by the reductive amination of furfural with ammonia.
The pharmaceutical drug Furfurylamine, a parasympathomimetic cholinergic, is a trimethyl ammonium derivative of furfurylamine.
Furfurylamine also has use in the synthesis of Barmastine.
CAS: 617-89-0
MF: C5H7NO
MW: 97.12
EINECS: 210-536-9
Synonyms
AKOS BBS-00003604;1-(2-FURYL)METHYLAMINE;2-AMINOMETHYLFURAN;2-FURANMETHYLAMINE;2-FURFURYLAMINE;2-FURYLMETHYLAMINE;1-(2-furyl)-methylamin;2-Furanmethanamine
Furfurylamine appears as a colorless liquid.
About the same density as water.
Used as a corrosion inhibitor and to make soldering flux.
Furfurylamine is a high-purity chemical intermediate in the production of pharmaceutical and agrochemical formulations.
Available as a colorless to pale yellow liquid, Furfurylamine can be easily incorporated into formulations for a wide range of treatments.
Furfurylamine from Galaxy Laboratories is a premium API and agrochemical intermediate manufactured for its excellent chemical stability and solubility.
Furfurylamine has a molecular formula of C₅H₇NO and a molecular weight of 97.12 g/mol.
Furfurylamine is a colorless or pale yellow liquid with a boiling point of 144°C to 146°C and a density of 1.0 g/mL to 1.099 g/m.
Furfurylamine can be utilized in the pharmaceutical industry as a key intermediate in the production of furosemide, for its excellent diuretic properties and antihypertensive benefits.
Furfurylamine can also be used in agrochemical formulations, such as perfurazoate fungicides and kinetin plant growth regulators.
Furfurylamine Chemical Properties
Melting point: −70 °C(lit.)
Boiling point: 145-146 °C(lit.)
Density: 1.099 g/mL at 25 °C(lit.)
Vapor density: 3.35 (vs air)
Vapor pressure: 4 mm Hg ( 20 °C)
Refractive index: n20/D 1.490(lit.)
Fp: 116 °F
Storage temp.: Store below +30°C.
Solubility: Chloroform, Ethyl Acetate (Slightly)
Form: Liquid
pka: 9.12±0.29(Predicted)
Color: Clear colorless to yellow-brown
Odor: strong fishy ammonia-like odor
PH: 11.6 (100g/l, H2O, 20℃)
Explosive limit: 1.8%(V)
Water Solubility: soluble
Sensitive: Air Sensitive
BRN: 1614
Stability: Volatile
LogP: 0.37
CAS DataBase Reference: 617-89-0(CAS DataBase Reference)
NIST Chemistry Reference: 2-Furanmethanamine(617-89-0)
EPA Substance Registry System: Furfurylamine (617-89-0)
Furfurylamine is a colorless to light yellow aromatic amine in liquid form with an ammonia odor.
Miscible with water, soluble in ethanol, ether.
Deteriorates in air by absorbing carbon dioxide.
Derived from furfural based on corn cobs, this green chemistry has proven useful in engine cleaners, and as an intermediate for pharmaceutical, industrial and agricultural chemicals.
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.
Furfurylamine is used in the synthesis of 2-Amino-N-(2-furylmethyl)propanamide, as a novel alanylglycine equivalent synthesized by bacilysin synthetase.
Preparation
Synthesis of furfurylamine by Zn/HCl system: To a solution of furfuryloxime (2g, 18mmol) in hydrochloric acid (6.0M, 24ml) was added drop-wise zinc dust (4.71g, 72mmol), and the resultant solution was stirred at room temperature for 2 h.
To the resulting slurry was added drop-wise a solution of ammonia (30%, 5.1 mL) and sodium hydroxide (6M, 24mL), the mixture was heated to 60° and stirred for 15mn.
After, the resultant solution was cooled and filtered.
Then, the mother liquid was extracted with cyclohexane, dried over anhydrous sodium sulfate and filtered.
The solvent was removed under vacuum to afford the furfurylamine as a yellow liquid without further purification in 96% of yield (1.68g).
The purity determined by NMR was found to be superior to 95%.
Reactivity Profile
Amines, such as Furfurylamine, are chemical bases.
They neutralize acids to form salts plus water.
These acid-base reactions are exothermic.
The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base.
Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides.
Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
