5-Chloro-8-methoxyquinoline

Base Information

• Chemical Name: 5-Chloro-8-methoxyquinoline
• CAS No.: 17012-44-1
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.633
• DSSTox Substance ID: DTXSID00539709
• Wikidata: Q82415507
• Mol file: 17012-44-1.mol

Synonyms:5-chloro-8-methoxyquinoline;17012-44-1;5-chloro-8-methoxy-quinoline;SCHEMBL2770506;DTXSID00539709;YZCSDQVSXILXPK-UHFFFAOYSA-N;SB67788

Chemical Property of 5-Chloro-8-methoxyquinoline

Chemical Property:

• Melting Point: 54 °C
• Boiling Point: 210-215 °C(Press: 20 Torr)
• PKA: 2.20±0.29(Predicted)
• Density: 1.267±0.06 g/cm3(Predicted)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 193.0294416
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98.5% ^*data from raw suppliers

5-Chloro-8-methoxyquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=C(C=C1)Cl)C=CC=N2

Technology Process of 5-Chloro-8-methoxyquinoline

There total 9 articles about 5-Chloro-8-methoxyquinoline 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: 97.0%

5-Chloro-8-hydroxyquinoline (130-16-5) + dimethyl sulfate (77-78-1) → chloro-5 methoxy-8 quinoleine (17012-44-1)

Guidance literature:

5-Chloro-8-hydroxyquinoline; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 1.5h;

dimethyl sulfate; In N,N-dimethyl-formamide; mineral oil; for 2.5h;

DOI:10.1021/acs.joc.6b02952

Reference yield: 87.0%

5-Chloro-8-hydroxyquinoline (130-16-5) + methyl iodide (74-88-4) → chloro-5 methoxy-8 quinoleine (17012-44-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1007/s00775-009-0594-5

Reference yield: 71.0%

→ chloro-5 methoxy-8 quinoleine (17012-44-1)

Guidance literature:

upstream raw materials:

5-Chloro-8-hydroxyquinoline

dimethyl sulfate

glycerol

5-chloro-2-methoxyaniline

Downstream raw materials:

8-methoxy-5-methyl-quinoline

5-amino-8-methoxyquinoline

2-(4-(tert-butoxy)-2,3,5,6-tetrafluorophenyl)-5-chloro-8-methoxyquinoline

5-n-octyl-8-hydroxyquinoline