2-Amino-4-chlorobenzenepropanol

Base Information

• Chemical Name: 2-Amino-4-chlorobenzenepropanol
• CAS No.: 1060737-02-1
• Molecular Formula: C₉H₁₂ClNO
• Molecular Weight: 185.653
• DSSTox Substance ID: DTXSID501305016
• Mol file: 1060737-02-1.mol

Synonyms:2-Amino-4-chlorobenzenepropanol;1060737-02-1;DTXSID501305016

Chemical Property of 2-Amino-4-chlorobenzenepropanol

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 185.0607417
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)N)CCCO

Technology Process of 2-Amino-4-chlorobenzenepropanol

There total 2 articles about 2-Amino-4-chlorobenzenepropanol 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: 63.0%

3-(2-amino-4-chlorophenyl)-2-propyn-1-ol (1375234-69-7) → 3-(2-amino-4-chlorophenyl)-propan-1-ol (1060737-02-1)

Guidance literature:

With palladium 10% on activated carbon; In methanol; for 65h;

DOI:10.1039/c2gc35062a

Reference yield:

5-chloro-2-iodoaniline (6828-35-9) → 3-(2-amino-4-chlorophenyl)-propan-1-ol (1060737-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 4.5 h / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon / methanol / 65 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium 10% on activated carbon; triethylamine; In methanol; 1: Sonogashira coupling;

DOI:10.1039/c2gc35062a

Reference yield: 98.0%

3-(2-amino-4-chlorophenyl)-propan-1-ol (1060737-02-1) → 7-chloro-1,2,3,4-tetrahydroquinoline (90562-35-9)

Guidance literature:

With C₃₀H₂₉BrMnNO₂P₂; potassium-t-butoxide; In toluene; at 135 ℃; for 24h; chemoselective reaction; Inert atmosphere; Glovebox; Sealed tube; Darkness;

DOI:10.1021/acs.organomet.2c00027

upstream raw materials:

3-(2-amino-4-chlorophenyl)-2-propyn-1-ol

5-chloro-2-iodoaniline

Downstream raw materials:

7-chloroquinoline

7-chloro-1,2,3,4-tetrahydro-2(1H)-quinolinone

7-chloro-1,2,3,4-tetrahydroquinoline