(E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine

Base Information

• Chemical Name: (E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine
• CAS No.: 861404-03-7
• Molecular Formula: C₁₆H₁₈N₂O
• Molecular Weight: 254.332
• Mol file: 861404-03-7.mol

Synonyms:(E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine

Chemical Property of (E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine

There total 3 articles about (E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine 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: 89.0%

6-methoxypyridine-2-carbaldehyde (54221-96-4) + 2,4,6-trimethylaniline (88-05-1) → (E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine (861404-03-7)

Guidance literature:

In ethanol; at 90 ℃; for 4h;

DOI:10.1016/j.tet.2005.03.115

Reference yield:

2,6-Dibromopyridine (626-05-1) → (E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine (861404-03-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / NaOMe / 24 h / Heating

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

2.2: 54 percent / tetrahydrofuran / 0.5 h / -78 °C

3.1: 89 percent / ethanol / 4 h / 90 °C

With n-butyllithium; sodium methylate; In tetrahydrofuran; ethanol;

DOI:10.1016/j.tet.2005.03.115

Reference yield:

6-bromo-2-methoxypyridine (40473-07-2) → (E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine (861404-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

1.2: 54 percent / tetrahydrofuran / 0.5 h / -78 °C

2.1: 89 percent / ethanol / 4 h / 90 °C

With n-butyllithium; In tetrahydrofuran; ethanol;

DOI:10.1016/j.tet.2005.03.115

upstream raw materials:

6-methoxypyridine-2-carbaldehyde

2,4,6-trimethylaniline

2,6-Dibromopyridine

6-bromo-2-methoxypyridine

Refernces

• 1、 Burstein, Christian,Lehmann, Christian W.,Glorius, Frank. "Imidazo[1,5-a]pyridine-3-ylidenes - Pyridine derived N-heterocyclic carbene ligands". . p. 6207 - 6217. Retrieved 2007/10/03.