5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline

Base Information

• Chemical Name: 5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline
• CAS No.: 82333-38-8
• Molecular Formula: C17H12Cl2N2O4
• Molecular Weight: 379.199
• DSSTox Substance ID: DTXSID90514808
• Wikidata: Q82375347
• Mol file: 82333-38-8.mol

Synonyms:5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline;82333-38-8;DTXSID90514808;JPYJXIJJZBNAAZ-UHFFFAOYSA-N

Chemical Property of 5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 378.0174123
• Heavy Atom Count: 25
• Complexity: 478

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C2C(=C(C=C(C2=NC=C1)[N+](=O)[O-])OC)OC3=C(C=C(C=C3)Cl)Cl

Technology Process of 5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline

There total 8 articles about 5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline 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: 64.0%

5-chloro-6-methoxy-4-methyl-8-nitroquinoline (81358-92-1) + 2,4-dichlorophenol (120-83-2,40477-79-0) → 5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline (82333-38-8)

Guidance literature:

With potassium hydroxide; In 2-ethoxy-ethanol; for 8h; Heating;

DOI:10.1021/jm00351a017

Reference yield:

8-[(4-amino-1-methylbutyl)amino]-6-methoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline succinate (80065-56-1) + 5-chloro-6-methoxy-4-methyl-8-nitroquinoline (81358-92-1) + 2,4-dichlorophenol (120-83-2,40477-79-0) → 5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline (82333-38-8)

Guidance literature:

With potassium hydroxide; In 2-ethoxy-ethanol;

Reference yield:

4-methyl-5-hydroxy-6-methoxy-8-nitroquinoline (81358-81-8) → 5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-nitroquinoline (82333-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / POCl₃ / 2 h / 80 °C

2: 64 percent / KOH / 2-ethoxy-ethanol / 8 h / Heating

With potassium hydroxide; trichlorophosphate; In 2-ethoxy-ethanol;

DOI:10.1021/jm00351a017

upstream raw materials:

5-chloro-6-methoxy-4-methyl-8-nitroquinoline

2,4-dichlorophenol

4-methyl-5-hydroxy-6-methoxy-8-nitroquinoline

4-methyl-5,6-dimethoxy-8-nitroquinoline

Downstream raw materials:

C₄H₆O₄*C₂₂H₂₅Cl₂N₃O₂

8-((4-amino-1-methylbutyl)amino)-5-(2,4-dichlorophenoxy)-6-methoxy-4-methylquinoline

5-(2,4-Dichlorophenoxy)-6-methoxy-4-methyl-8-((4-phthalimido-1-methylbutyl)amino)quinoline

8-Amino-5-(2,4-dichlorophenoxy)-6-methoxy-4-methylquinoline