7-Methoxy-5,8-dihydroquinoline-5,8-dione

Base Information

• Chemical Name: 7-Methoxy-5,8-dihydroquinoline-5,8-dione
• CAS No.: 67380-50-1
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.1675
• NSC Number: 76884
• DSSTox Substance ID: DTXSID90217741
• Wikidata: Q83094375
• Mol file: 67380-50-1.mol

Synonyms:7-methoxyquinoline-5,8-dione;7-Methoxy-5,8-dihydroquinoline-5,8-dione;67380-50-1;NSC76884;DTXSID90217741;NSC 76884;NSC-76884

Chemical Property of 7-Methoxy-5,8-dihydroquinoline-5,8-dione

Chemical Property:

• Vapor Pressure: 1E-05mmHg at 25°C
• Boiling Point: 371.9°Cat760mmHg
• Flash Point: 178.7°C
• Density: 1.35g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 7-Methoxy-5,8-dihydroquinoline-5,8-dione

There total 10 articles about 7-Methoxy-5,8-dihydroquinoline-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: 72.0%

8-amino-7-methoxyquinoline (83010-84-8) → 7-methoxy-5,8-dihydroquinoline-5,8-dione (67380-50-1)

Guidance literature:

With potassium dihydrogenphosphate; potassiuim nitrosodisulfonate; In water; acetone; for 2h;

DOI:10.1248/cpb.33.823

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: 17.0%

2-chloro-6-methoxy-p-benzoquinone (54490-80-1) + 1-dimethylamino-1-azabuta-1,3-diene (25368-52-9) → 7-methoxy-5,8-dihydroquinoline-5,8-dione (67380-50-1)

Guidance literature:

In dichloromethane; for 96h;

upstream raw materials:

7-hydroxy-5,8-dihydroquinoline-5,8-dione

8-amino-7-methoxyquinoline

methanol

7‐bromoquinoline‐5,8‐dione

Downstream raw materials:

5-phenylnaphtho<2,1-g>quinoline-7,12-dione

3-Methyl-5-m-tolyl-11-aza-benzo[a]anthracene-7,12-dione

2-Methyl-5-p-tolyl-11-aza-benzo[a]anthracene-7,12-dione