5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline

Base Information

• Chemical Name: 5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline
• CAS No.: 1260253-70-0
• Molecular Formula: C₁₈H₁₄Cl₂N₂O₄
• Molecular Weight: 393.226
• Mol file: 1260253-70-0.mol

Synonyms:5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline

Chemical Property of 5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline

There total 4 articles about 5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline 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: 99.0%

5-chloro-2,6-dimethoxy-4-methyl-8-nitro-quinoline (189746-21-2) + 3,4-dichlophenylboronic acid (151169-75-4) → 5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline (1260253-70-0)

Guidance literature:

With tetrabutylammomium bromide; palladium diacetate; sodium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; water; Inert atmosphere; Reflux;

DOI:10.1021/jm100911f

Reference yield:

5-chloro-2,6-dimethoxy-4-methyl-quinoline (189746-19-8) → 5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline (1260253-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus pentoxide / triethyl phosphate / 1 h / 20 °C / Inert atmosphere

1.2: 0.25 h / 35 °C / Reflux; Inert atmosphere

2.1: tetrabutylammomium bromide; palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / Inert atmosphere; Reflux

With phosphorus pentoxide; tetrabutylammomium bromide; palladium diacetate; sodium carbonate; triphenylphosphine; In 1,2-dimethoxyethane; triethyl phosphate; water; 2.1: Suzuki coupling;

DOI:10.1021/jm100911f

Reference yield:

2-chloro-4-methyl-6-methoxyquinoline (6340-55-2) → 5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-8-nitro-quinoline (1260253-70-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanol / 43 h / Reflux; Inert atmosphere

2.1: sulfuryl dichloride / acetic acid / 0.5 h / 60 °C / Inert atmosphere

3.1: phosphorus pentoxide / triethyl phosphate / 1 h / 20 °C / Inert atmosphere

3.2: 0.25 h / 35 °C / Reflux; Inert atmosphere

4.1: tetrabutylammomium bromide; palladium diacetate; sodium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / Inert atmosphere; Reflux

With sulfuryl dichloride; phosphorus pentoxide; tetrabutylammomium bromide; palladium diacetate; sodium carbonate; triphenylphosphine; In methanol; 1,2-dimethoxyethane; triethyl phosphate; water; acetic acid; 4.1: Suzuki coupling;

DOI:10.1021/jm100911f

upstream raw materials:

5-chloro-2,6-dimethoxy-4-methyl-quinoline

5-chloro-2,6-dimethoxy-4-methyl-8-nitro-quinoline

3,4-dichlophenylboronic acid

2-chloro-4-methyl-6-methoxyquinoline

Downstream raw materials:

8-amino-5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-quinoline

8-[(1-methyl-4-phthalimido)-butyl]-amino-2,6-dimethoxy-4-methyl-5-(3,4-dichlorophenyl)-quinoline

8-[(4-amino-1-methyl)-butyl]-amino-5-(3,4-dichlorophenyl)-2,6-dimethoxy-4-methyl-quinoline succinate