2-Bromo-8-methoxyquinoline

Base Information

• Chemical Name: 2-Bromo-8-methoxyquinoline
• CAS No.: 199871-96-0
• Molecular Formula: C₁₀H₈BrNO
• Molecular Weight: 238.084
• DSSTox Substance ID: DTXSID40573682
• Wikidata: Q82462479
• Mol file: 199871-96-0.mol

Synonyms:2-BROMO-8-METHOXYQUINOLINE;199871-96-0;2-Bromo-8-methoxy-quinoline;SCHEMBL4698418;Quinoline, 2-bromo-8-methoxy-;DTXSID40573682;OFGAJQZBICFUAC-UHFFFAOYSA-N;ZHA87196;MFCD16250294;AKOS022178600;SB69309;AS-42256

Chemical Property of 2-Bromo-8-methoxyquinoline

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 236.97893
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

95+% ^*data from raw suppliers

2-Bromo-8-methoxy-quinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC2=C1N=C(C=C2)Br

Technology Process of 2-Bromo-8-methoxyquinoline

There total 9 articles about 2-Bromo-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%

2-bromo-8-hydroxyquinoline (139399-61-4) + methyl iodide (74-88-4) → 2--bromo--8--methoxyquinoline (199871-96-0)

Guidance literature:

2-bromo-8-hydroxyquinoline; With potassium carbonate; In acetone; at 20 ℃; Inert atmosphere;

methyl iodide; In acetone; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo902287t

Reference yield: 88.2%

8-methoxy-1H-quinolin-2-one (22614-69-3) → 2--bromo--8--methoxyquinoline (199871-96-0)

Guidance literature:

With phosphorus(V) oxybromide; In 1,2-dichloro-ethane; Inert atmosphere; Reflux;

Reference yield: 71.0%

8--methoxyquinoline N--oxide (22614-90-0) → 2--bromo--8--methoxyquinoline (199871-96-0)

Guidance literature:

8--methoxyquinoline N--oxide; With tetrabutylammomium bromide; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere; Molecular sieve;

With p-toluenesulfonylanhydride; In dichloromethane; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol3034675

upstream raw materials:

2-bromo-8-hydroxyquinoline

methyl iodide

8-methoxyquinoline

8--methoxyquinoline N--oxide

Downstream raw materials:

2-morpholinoquinolin-8-ol

2-(methylamino)quinolin-8-ol