7-Bromo-6-methoxyquinoline-5,8-dione

Base Information

• Chemical Name: 7-Bromo-6-methoxyquinoline-5,8-dione
• CAS No.: 14151-20-3
• Molecular Formula: C₁₀H₆BrNO₃
• Molecular Weight: 268.067
• NSC Number: 102729
• DSSTox Substance ID: DTXSID80295533
• Wikidata: Q82035499
• ChEMBL ID: CHEMBL1714002
• Mol file: 14151-20-3.mol

Synonyms:7-bromo-6-methoxyquinoline-5,8-dione;14151-20-3;MLS002703741;7-bromo-6-methoxy-5,8-quinolinedione;SMR001570458;NSC102729;NCIOpen2_007051;MLS004082610;cid_265935;CHEMBL1714002;BDBM80075;DTXSID80295533;NSC-102729;7-bromo-6-methoxy-quinoline-5,8-quinone;7-bromanyl-6-methoxy-quinoline-5,8-dione;SR-01000882441;SR-01000882441-3

Chemical Property of 7-Bromo-6-methoxyquinoline-5,8-dione

Chemical Property:

• Vapor Pressure: 3.69E-06mmHg at 25°C
• Boiling Point: 385.9°Cat760mmHg
• Flash Point: 187.2°C
• Density: 1.75g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 266.95311
• Heavy Atom Count: 15
• Complexity: 351

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=O)C2=C(C1=O)C=CC=N2)Br

Technology Process of 7-Bromo-6-methoxyquinoline-5,8-dione

There total 4 articles about 7-Bromo-6-methoxyquinoline-5,8-dione 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: 45.0%

7‐bromoquinoline‐5,8‐dione (20947-47-1) + sodium methylate (124-41-4) → 7-bromo-6-methoxyquinoline-5,8-quinone (14151-20-3)

Guidance literature:

With cerium(III) chloride; In methanol; at 25 ℃; for 1h; Product distribution; Mechanism; other 7-bromoquinoline-5,8-quinones, other reaction partners, var. temp.;

Reference yield: 22.0%

methanol (67-56-1) + 7‐bromoquinoline‐5,8‐dione (20947-47-1) → 7-methoxy-5,8-dihydroquinoline-5,8-dione (67380-50-1) + 7-bromo-6-methoxyquinoline-5,8-quinone (14151-20-3)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at 0 - 2.5 ℃; for 1.5h; Product distribution; also in the presence of var. Lewis acids, other 7-bromoquinoline-5,8-quinones;

DOI:10.1021/ja00076a035

Reference yield:

methanol (67-56-1) + 7‐bromoquinoline‐5,8‐dione (20947-47-1) → 7-bromo-6-methoxyquinoline-5,8-quinone (14151-20-3)

Guidance literature:

With cerium(III) chloride; sodium methylate; Yield given. Multistep reaction; 1.) THF, 0 deg C, 30 min, 2.) THF, from 0 to 25 deg C, 1.5 h;

DOI:10.1021/ja00076a035

upstream raw materials:

methanol

7‐bromoquinoline‐5,8‐dione

sodium methylate

Downstream raw materials:

2-Methoxy-5-(4-methoxy-phenyl)-8-aza-benzo[a]anthracene-7,12-dione

3-Methyl-5-m-tolyl-8-aza-benzo[a]anthracene-7,12-dione

4-Methoxy-5-(2-methoxy-phenyl)-8-aza-benzo[a]anthracene-7,12-dione

2-Methyl-5-p-tolyl-8-aza-benzo[a]anthracene-7,12-dione