2,6-Dimethyl-9-methoxy-4H-pyrrolo(3,2,1-ij)quinolin-4-one

Base Information

• Chemical Name: 2,6-Dimethyl-9-methoxy-4H-pyrrolo(3,2,1-ij)quinolin-4-one
• CAS No.: 131195-83-0
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.263
• DSSTox Substance ID: DTXSID60156951
• Nikkaji Number: J374.643G
• Mol file: 131195-83-0.mol

Synonyms:2,6-dimethyl-9-methoxy-4H-pyrrolo(3,2,1-ij)quinolin-4-one;9-methyoxy-2,6-dimethyl-4H-pyrrolo(3,2,1-ij)qinolin-4-one;PQ-DMPQO

Chemical Property of 2,6-Dimethyl-9-methoxy-4H-pyrrolo(3,2,1-ij)quinolin-4-one

Chemical Property:

• Vapor Pressure: 0.00147mmHg at 25°C
• Boiling Point: 296.1°Cat760mmHg
• Flash Point: 132.9°C
• PSA: 30.71000
• Density: 1.23g/cm³
• LogP: 2.51590
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 376

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: CC1=CC(=O)N2C(=CC3=C(C=CC1=C32)OC)C

Technology Process of 2,6-Dimethyl-9-methoxy-4H-pyrrolo(3,2,1-ij)quinolin-4-one

There total 13 articles about 2,6-Dimethyl-9-methoxy-4H-pyrrolo(3,2,1-ij)quinolin-4-one 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: 81.0%

2,6-dimethyl-9-methoxy-1,2-dihydro-4H-pyrrolo<3,2,1-ij>quinolin-4-one (159838-12-7) → 2,6-dimethyl-9-methoxy-4H-pyrrole(3,2,1-ij)quinolin-4-one (131195-83-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 1h; Heating;

Reference yield: 56.0%

9-hydroxy-2,6-dimethyl-4H-pyrrolo<3,2,1-ij>quinolin-4-one (131195-81-8) + dimethyl sulfate (77-78-1) → 2,6-dimethyl-9-methoxy-4H-pyrrole(3,2,1-ij)quinolin-4-one (131195-83-0)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Heating;

DOI:10.1021/jo00003a016

Reference yield:

4-methyl-7-hydroxy-8-allylquinolin-2-one (131195-72-7) → 2,6-dimethyl-9-methoxy-4H-pyrrole(3,2,1-ij)quinolin-4-one (131195-83-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / K₂CO₃ / acetone / 1 h / Heating

2: 14 percent / HI (57percent) / acetic acid / 20 h / 65 °C

3: 81 percent / 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 1 h / Heating

With hydrogen iodide; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetic acid; acetone; toluene;

upstream raw materials:

9-hydroxy-2,6-dimethyl-4H-pyrrolo<3,2,1-ij>quinolin-4-one

dimethyl sulfate

7-acetoxy-8-(2',3'-dibromopropyl)-4-methylquinolin-2-one

methyl iodide