ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate

Base Information

• Chemical Name: ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate
• CAS No.: 866598-56-3
• Molecular Formula: C₂₆H₂₂Cl₂N₂O₃
• Molecular Weight: 481.378
• Mol file: 866598-56-3.mol

Synonyms:ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate

Chemical Property of ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate

There total 4 articles about ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate 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: 65.0%

3-bromo-2-oxo-butyric acid ethyl ester (57332-84-0) → ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate (866598-56-3)

Guidance literature:

N-(4-(benzyloxy)phenyl)-2,4-dichlorobenzamidine; With potassium carbonate; In tetrahydrofuran; for 0.166667h;

3-bromo-2-oxo-butyric acid ethyl ester; In tetrahydrofuran; at 20 ℃; for 67h;

With sodium hydrogencarbonate; acetic acid; more than 3 stages;

Reference yield: 65.0%

N-(4-(benzyloxy)phenyl)-2,4-dichlorobenzamidine (866598-55-2) + 3-bromo-2-oxo-butyric acid ethyl ester (57332-84-0) → ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate (866598-56-3)

Guidance literature:

N-(4-(benzyloxy)phenyl)-2,4-dichlorobenzamidine; With potassium carbonate; In tetrahydrofuran; for 0.166667h;

3-bromo-2-oxo-butyric acid ethyl ester; In tetrahydrofuran; at 20 ℃; for 67h;

In acetic acid; for 1h; Heating / reflux;

Reference yield:

p-benzyloxyaniline (6373-46-2) → ethyl 1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylate (866598-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethylmagnesium bromide / tetrahydrofuran / 0.33 h / Inert atmosphere

1.2: 20 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / tetrahydrofuran / 0.17 h

2.2: 67 h / 20 °C

With ethylmagnesium bromide; potassium carbonate; In tetrahydrofuran;

DOI:10.1021/acs.jmedchem.7b00861

upstream raw materials:

3-bromo-2-oxo-butyric acid ethyl ester

N-(4-(benzyloxy)phenyl)-2,4-dichlorobenzamidine

p-benzyloxyaniline

2,4-dichlorobenzylnitrile

Downstream raw materials:

1-(4-(benzyloxy)phenyl)-2-(2,4-dichlorophenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide

2-(2,4-dichlorophenyl)-1-(4-hydroxyphenyl)-5-methyl-N-(piperidin-1-yl)-1H-imidazole-4-carboxamide