4-(2-Aminoethoxy)aniline

Base Information

• Chemical Name: 4-(2-Aminoethoxy)aniline
• CAS No.: 72210-18-5
• Molecular Formula: C8H12N2O
• Molecular Weight: 152.196
• DSSTox Substance ID: DTXSID90398968
• Nikkaji Number: J802.568A
• Mol file: 72210-18-5.mol

Synonyms:4-(2-aminoethoxy)aniline;72210-18-5;4-(2-Amino-ethoxy)-phenylamine;Oprea1_737768;4-[(2-Aminoethyl)oxy]aniline;SCHEMBL7866458;DTXSID90398968;AKOS003333277;SB76663;CS-0455209;FT-0742625;EN300-2991229;(R)-(-)-1-(alpha-Aminobenzyl)-2-naphtholtartarate

Chemical Property of 4-(2-Aminoethoxy)aniline

Chemical Property:

• Boiling Point: 313.3 °C at 760 mmHg
• Flash Point: 164.4 °C
• PSA: 61.27000
• Density: 1.119 g/cm³
• LogP: 1.88780
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 152.094963011
• Heavy Atom Count: 11
• Complexity: 100

Purity/Quality:

99% ^*data from raw suppliers

4-(2-Aminoethoxy)aniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)OCCN

Technology Process of 4-(2-Aminoethoxy)aniline

There total 6 articles about 4-(2-Aminoethoxy)aniline 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:

2-(tert-butoxycarbonylamino)ethyl bromide (39684-80-5) + 4-amino-phenol (123-30-8) → 4-(2-amino-ethoxy)-aniline (72210-18-5)

Guidance literature:

2-(tert-butoxycarbonylamino)ethyl bromide; 4-amino-phenol; In acetone; under 760.051 Torr; Reflux;

With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; under 760.051 Torr;

Reference yield:

1-(2-bromoethoxy)-4-nitrobenzene (13288-06-7) → 4-(2-amino-ethoxy)-aniline (72210-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / N,N-dimethyl-formamide / 60 °C

2: hydrogen; palladium 10% on activated carbon / ethanol

With sodium azide; palladium 10% on activated carbon; hydrogen; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2014.01.001

Reference yield:

1-(2-Azidoethoxy)-4-nitrobenzene (159184-13-1) → 4-(2-amino-ethoxy)-aniline (72210-18-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol;

DOI:10.1016/j.bmcl.2014.01.001

upstream raw materials:

2-bromoethylamine

1-(2-bromoethoxy)-4-nitrobenzene

1-(2-Azidoethoxy)-4-nitrobenzene

4-Fluoronitrobenzene

Downstream raw materials:

C₂₅H₂₀FN₅O₃

C₁₃H₁₄FN₃O

C₄₀H₅₀N₄O₄Si

5-[(R)-2-(2-{4-[4-(2-amino-ethoxy)-phenylamino]-phenyl}-ethylamino)-1-hydroxy-ethyl]-8-hydroxy-1H-quinolin-2-one