4-Amino-3-hydroxyphenylethylamine

Base Information

• Chemical Name: 4-Amino-3-hydroxyphenylethylamine
• CAS No.: 104083-77-4
• Molecular Formula: C8H12 N2 O
• Molecular Weight: 152.196
• DSSTox Substance ID: DTXSID30146248
• Nikkaji Number: J1.948.766K
• Wikidata: Q83011016
• Mol file: 104083-77-4.mol

Synonyms:4-amino-3-hydroxyphenylethylamine;AHPEA

Chemical Property of 4-Amino-3-hydroxyphenylethylamine

Chemical Property:

• Vapor Pressure: 0.000216mmHg at 25°C
• Boiling Point: 316.8°Cat760mmHg
• Flash Point: 145.4°C
• PSA: 72.27000
• Density: 1.201g/cm³
• LogP: 1.75710
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.094963011
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CCN)O)N

Technology Process of 4-Amino-3-hydroxyphenylethylamine

There total 3 articles about 4-Amino-3-hydroxyphenylethylamine 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: 12.0%

C8H10N2O3 → 4-amino-3-hydroxyphenylethylamine (104083-77-4)

Guidance literature:

With hydrogen iodide; hypophosphorous acid; for 1h; Reflux;

DOI:10.3390/molecules19068039

Reference yield:

neuromelanin → 2-amino-4-ethylphenol (94109-11-2) + 4-amino-3-hydroxyphenylethylamine (104083-77-4) + 4-amino-3-hydroxy(ethyl)benzene (182499-90-7) + 4-amino-3-hydroxyphenylacetic acid (133331-79-0) + 3-amino-tyrosine (3387-86-8) + α-Amino-β-(3-hydroxy-4-aminophenyl)propionic Acid (88686-28-6) + 3-amino-4-hydroxyphenylethylamine (81666-88-8) + 4-hydroxy-3-amino-phenylacetic acid (38196-08-6)

Guidance literature:

With hydrogen iodide; hypophosphorous acid; In water;

DOI:10.1111/jnc.13237

Reference yield:

m-tyramine (588-05-6) → 4-amino-3-hydroxyphenylethylamine (104083-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / water / 0.17 h / 20 °C

2: hydrogen iodide; hypophosphorous acid / 1 h / Reflux

With hydrogen iodide; nitric acid; hypophosphorous acid; In water;

DOI:10.3390/molecules19068039

upstream raw materials:

m-tyramine

Refernces

• 1、 Wakamatsu, Kazumasa,Tanaka, Hitomi,Tabuchi, Keisuke,Ojika, Makoto,Zucca, Fabio A.,Zecca, Luigi,Ito, Shosuke. "Reduction of the nitro group to amine by hydroiodic acid to synthesize o-aminophenol derivatives as putative degradative markers of neuromelanin". . p. 8039 - 8050. Retrieved 2014/07/08.