[5-(4-Chlorophenyl)furan-2-yl]methanaminium

Base Information

• Chemical Name: [5-(4-Chlorophenyl)furan-2-yl]methanaminium
• CAS No.: 39170-14-4
• Molecular Formula: C11H10 Cl N O
• Molecular Weight: 207.659
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID80959961
• Wikidata: Q82940940
• Mol file: 39170-14-4.mol

Synonyms:DTXSID80959961;[5-(4-Chlorophenyl)furan-2-yl]methanaminium

Chemical Property of [5-(4-Chlorophenyl)furan-2-yl]methanaminium

Chemical Property:

• Vapor Pressure: 0.000417mmHg at 25°C
• Boiling Point: 316.2°Cat760mmHg
• Flash Point: 145°C
• PSA: 39.16000
• Density: g/cm³
• LogP: 3.75900
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 208.0529167
• Heavy Atom Count: 14
• Complexity: 180

Purity/Quality:

95% ^*data from raw suppliers

1-[5-(4-chlorophenyl)-2-furyl]methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(O2)C[NH3+])Cl

Technology Process of [5-(4-Chlorophenyl)furan-2-yl]methanaminium

There total 4 articles about [5-(4-Chlorophenyl)furan-2-yl]methanaminium 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: 74.0%

furan-2-ylmethanamine (617-89-0) + p-chlorobenzenediazonium chloride (2028-74-2) → C-(5-(4-chlorophenyl)furan-2-yl)methylamine (39170-14-4)

Guidance literature:

With titanium(III) chloride; In hydrogenchloride; water; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.200902927

Reference yield:

furan-2-ylmethanamine (617-89-0) + 4-chloro-aniline (106-47-8) → C-(5-(4-chlorophenyl)furan-2-yl)methylamine (39170-14-4)

Guidance literature:

4-chloro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

furan-2-ylmethanamine; With hydrogenchloride; titanium(III) chloride; In water; at 0 ℃; for 0.416667h; Inert atmosphere;

DOI:10.1002/ejoc.201600377

Reference yield:

4-chloro-aniline (106-47-8) → C-(5-(4-chlorophenyl)furan-2-yl)methylamine (39170-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; hydrogenchloride / water / 0.5 h / 0 °C

2: titanium(III) chloride; hydrogenchloride / water / 0.42 h / 20 °C / Inert atmosphere

With hydrogenchloride; titanium(III) chloride; sodium nitrite; In water;

DOI:10.1016/j.tet.2018.05.089

upstream raw materials:

furan-2-ylmethanamine

p-chlorobenzenediazonium chloride

4-chloro-aniline

Downstream raw materials:

6-(p-chlorophenyl)-3-hydroxypyridine

N-[(5-(4-chlorophenyl)-2-furyl)methyl]-2-nitrobenzamide

Refernces

• 1、 Thon, Daniel,Fürst, Michael C.D.,Altmann, Lisa-Marie,Heinrich, Markus R.. "Frozen aryldiazonium chlorides in radical reactions with alkenes and arenes". supporting information. p. 5289 - 5294. Retrieved 2018/07/06.
• 2、 Fürst, Michael C. D.,Sauer, Caroline S.,Moriyama, Takaaki,Kamimura, Akio,Heinrich, Markus R.. "Synthesis of 6-Arylpyridin-3-ols by Oxidative Rearrangement of (5-Arylfurfuryl)amines". supporting information. p. 3051 - 3055. Retrieved 2016/07/12.