2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline

Base Information

• Chemical Name: 2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline
• CAS No.: 1384895-16-2
• Molecular Formula: C₂₇H₂₉N₃
• Molecular Weight: 395.547
• Mol file: 1384895-16-2.mol

Synonyms:2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline

Chemical Property of 2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline

There total 2 articles about 2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline 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:

2-chloro-8-hydroxy-5,6,7,8-tetrahydroquinoline (130861-73-3) → 2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline (1384895-16-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / dichloromethane / 2 h / 0 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 12 h / Reflux; Inert atmosphere

3: tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,2-dichloro-ethane / 90 °C / 1500.15 - 2250.23 Torr / Autoclave

4: toluene-4-sulfonic acid / butan-1-ol / 8 h / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tert.-butylnitrite; oxygen; sodium hydride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; dichloromethane; 1,2-dichloro-ethane; butan-1-ol; 2: Stille coupling;

DOI:10.1021/om300388m

Reference yield:

2-acetyl-6,7-dihydro-5H-quinolin-8-one (1384895-15-1) + 2,6-dimethylaniline (87-62-7) → N-(2,6-dimethylphenyl)-2-(1-(2,6-dimethylphenylimino)ethyl)-5,6-dihydroquinolin-8-amine (1384895-17-3) + 2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline (1384895-16-2)

Guidance literature:

With toluene-4-sulfonic acid; In butan-1-ol; for 8h; Reflux;

DOI:10.1021/om300388m

Reference yield: 62.5%

2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline (1384895-16-2) + cobalt(II) chloride (7646-79-9,14543-09-0,16413-89-1) → 2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline cobalt(II) dichloride (1403580-28-8)

Guidance literature:

In ethanol;

DOI:10.1016/j.apcata.2012.09.011

upstream raw materials:

2-acetyl-6,7-dihydro-5H-quinolin-8-one

2,6-dimethylaniline

2-chloro-8-hydroxy-5,6,7,8-tetrahydroquinoline

Downstream raw materials:

2-(1-(2,6-dimethylphenylimino)ethyl)-8-(2,6-dimethylphenylimino)-5,6,7-trihydroquinoline cobalt(II) dichloride