2-(4-Methoxyphenyl)-1H-phenanthro[9,10-d]imidazole

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-1H-phenanthro[9,10-d]imidazole
• CAS No.: 36939-52-3
• Molecular Formula: C₂₂H₁₆N₂O
• Molecular Weight: 324.382
• DSSTox Substance ID: DTXSID301229658
• Nikkaji Number: J1.015.942C
• Mol file: 36939-52-3.mol

Synonyms:2-(4-Methoxyphenyl)-1H-phenanthro[9,10-d]imidazole;DTXSID301229658;36939-52-3

Chemical Property of 2-(4-Methoxyphenyl)-1H-phenanthro[9,10-d]imidazole

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 324.126263138
• Heavy Atom Count: 25
• Complexity: 461

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NC3=C(N2)C4=CC=CC=C4C5=CC=CC=C53

Technology Process of 2-(4-Methoxyphenyl)-1H-phenanthro[9,10-d]imidazole

There total 4 articles about 2-(4-Methoxyphenyl)-1H-phenanthro[9,10-d]imidazole 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: 95.0%

4-methoxy-benzaldehyde (123-11-5) + 9,10-phenanthrenequinone (84-11-7) → 2-(4-methoxyphenyl)-1H-phenanthro[9,10-d]imidazole (36939-52-3)

Guidance literature:

With ammonium acetate; acetic acid; for 0.166667h; Reflux; Green chemistry;

DOI:10.17344/acsi.2016.3111

Reference yield: 85.0%

9,10-phenanthrenequinone (84-11-7) + 4-Methoxybenzyl alcohol (105-13-5) → 2-(4-methoxyphenyl)-1H-phenanthro[9,10-d]imidazole (36939-52-3)

Guidance literature:

4-Methoxybenzyl alcohol; With C₃₀H₃₂Cl₂N₂O₃Ru₂; potassium hydroxide; In toluene; at 110 ℃; for 3h;

9,10-phenanthrenequinone; With ammonium acetate; acetic acid; In toluene; for 5h;

DOI:10.1039/C8OB02785D

Reference yield:

4-Methoxybenzyl alcohol (105-13-5) → 2-(4-methoxyphenyl)-1H-phenanthro[9,10-d]imidazole (36939-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-methyl-2-ohenyl-1H-phenanthro<9,10-d>imidazole; 2,6-dimethylpyridine / acetonitrile / Electrolysis

2: ammonium acetate; sodium dihydrogenphosphate / ethanol / 6 h / 150 °C / Sealed tube

With 2,6-dimethylpyridine; sodium dihydrogenphosphate; ammonium acetate; 1-methyl-2-ohenyl-1H-phenanthro<9,10-d>imidazole; In ethanol; acetonitrile;

DOI:10.1021/ja410865z

upstream raw materials:

4-methoxy-benzaldehyde

9,10-phenanthrenequinone

4-Methoxybenzyl alcohol

Downstream raw materials:

3-methoxy-5,6-diphenylphenanthro[9',10':4,5]imidazo[2,1-a]isoquinoline