1-(Furan-2-yl)ethanamine

Base Information

• Chemical Name: 1-(Furan-2-yl)ethanamine
• CAS No.: 22095-34-7
• Molecular Formula: C6H9NO
• Molecular Weight: 111.144
• Hs Code.: 2932190090
• European Community (EC) Number: 244-778-1
• DSSTox Substance ID: DTXSID10944729
• Nikkaji Number: J285.435J
• Mol file: 22095-34-7.mol

Synonyms:22095-34-7;1-(furan-2-yl)ethanamine;1-Furan-2-yl-ethylamine;1-(furan-2-yl)ethan-1-amine;1-(2-furyl)ethanamine;1-(2-furyl)-1-ethanamine;MFCD05215252;(S)-1-(furan-2-yl)ethan-1-amine hydrochloride;(S)-1-(Furan-2-yl)ethan-1-amine;EINECS 244-778-1;1-(Fur-2-yl)ethylamine;2-Furfuryl-alpha-methylamine;2-Furanmethanamine,a-methyl-;SCHEMBL141900;alpha-Methyl-2-furanmethanamine;DTXSID10944729;HMS1719A04;CBA94838;STK503402;1-furan-2-yl-ethylamine, AldrichCPR;AKOS000264486;AKOS016050196;AB88899;PS-3066;SB47195;FT-0671791;FT-0677792;EN300-13231;A878733;Z89283368;F8880-2801

Chemical Property of 1-(Furan-2-yl)ethanamine

Chemical Property:

• Boiling Point: 120.5 °C at 760 mmHg
• PKA: 9.58±0.29(Predicted)
• Flash Point: 26.7 °C
• PSA: 39.16000
• Density: 1.015 g/cm³
• LogP: 1.99960
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 111.068413911
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

98%min ^*data from raw suppliers

1-Furan-2-yl-ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CO1)N

Technology Process of 1-(Furan-2-yl)ethanamine

There total 9 articles about 1-(Furan-2-yl)ethanamine 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: 68.0%

2-furancarbonitrile (617-90-3) + methylmagnesium bromide (75-16-1) → 1-(furan-2-yl)ethanamine (22095-34-7)

Guidance literature:

2-furancarbonitrile; methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 100 ℃; for 0.166667h; Microwave irradiation;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; diethyl ether; for 0.0833333h;

DOI:10.1016/j.tetlet.2009.04.081

Reference yield: 23.0%

1-(2-furyl)ethanone oxime (5007-50-1) → 1-(furan-2-yl)ethanamine (22095-34-7)

Guidance literature:

With hydrogenchloride; copper(II) sulfate; zinc; In ethanol; water; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2021.113190

Reference yield:

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → 1-(furan-2-yl)ethanamine (22095-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl, NaOH / ethanol; H₂O / 0.33 h / Heating

2: Raney Ni alloy, 2 N aq. NaOH / ethanol / 1 h / Ambient temperature

With sodium hydroxide; Raney Ni alloy; hydroxylamine hydrochloride; In ethanol; water;

DOI:10.1248/cpb.39.181

upstream raw materials:

(E)-1-(furan-2-yl)ethanone oxime

1-(2-furyl)ethanone oxime

1-(2-furyl)-1-ethanone

2-furancarbonitrile

Downstream raw materials:

2-methyl-3-pyridinol

ethyl (L)-4-chloro-3-hydroxybutyrate

(1S)-1-(furan-2-yl)ethanamine

(3S,1'R)-4-chloro-N-<1-(2-furyl)ethyl>3-hydroxybutanamide

Refernces

• 1、 Nguyen, Dat P.,Sladek, Rudolph N.,Do, Loi H.. "Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions". supporting information. . Retrieved 2020/07/15.
• 2、 Blume, Fabian,Albeiruty, Mhd Haitham,Deska, Jan. "Alkylative Amination of Biogenic Furans through Imine-to-Azaallyl Anion Umpolung". . p. 2093 - 2099. Retrieved 2015/07/15.