5-[4-(Acetylamino)phenyl]-1H-imidazole-2-acetic acid ethyl ester

Base Information

• Chemical Name: 5-[4-(Acetylamino)phenyl]-1H-imidazole-2-acetic acid ethyl ester
• CAS No.: 908007-24-9
• Molecular Formula: C₁₅H₁₇N₃O₃
• Molecular Weight: 287.318
• DSSTox Substance ID: DTXSID40704873
• Nikkaji Number: J2.347.466B
• Wikidata: Q72434679
• Mol file: 908007-24-9.mol

Synonyms:908007-24-9;5-[4-(Acetylamino)phenyl]-1H-imidazole-2-acetic acid ethyl ester;ethyl 2-[5-(4-acetamidophenyl)-1H-imidazol-2-yl]acetate;5-[4-(Acetylamino)phenyl]-1H-imidazole-2-acetic acidethylester;DTXSID40704873;AKOS025402362;AC-8446;FT-0765605;Ethyl [5-(4-acetamidophenyl)-1H-imidazol-2-yl]acetate;5-[4-(acetylamino)phenyl]-1h-imidazole-2acetic acid ethyl ester

Chemical Property of 5-[4-(Acetylamino)phenyl]-1H-imidazole-2-acetic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 600.891 °C at 760 mmHg
• Flash Point: 317.207 °C
• PSA: 84.08000
• Density: 1.256 g/cm³
• LogP: 2.21370
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 287.12699141
• Heavy Atom Count: 21
• Complexity: 367

Purity/Quality:

98%min ^*data from raw suppliers

5-[4-(Acetylamino)phenyl]-1H-imidazole-2-acetic acidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=NC=C(N1)C2=CC=C(C=C2)NC(=O)C

Technology Process of 5-[4-(Acetylamino)phenyl]-1H-imidazole-2-acetic acid ethyl ester

There total 5 articles about 5-[4-(Acetylamino)phenyl]-1H-imidazole-2-acetic acid ethyl ester 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: 52.0%

N-[4-(2-amino-1,1-diethoxy-ethyl)-phenyl]-acetamide (908007-12-5) + ethyl 3-ethoxy-3-iminopropanoate hydrochloride (2318-25-4,165895-16-9) → [5-(4-acetylamino-phenyl)-1H-imidazol-2-yl]-acetic acid ethyl ester (908007-24-9)

Guidance literature:

N-[4-(2-amino-1,1-diethoxy-ethyl)-phenyl]-acetamide; ethyl 3-ethoxy-3-iminopropanoate hydrochloride; In ethanol; for 5h; Heating;

With hydrogenchloride; In 1,4-dioxane; ethanol; for 12h;

DOI:10.1016/j.tetlet.2006.06.155

Reference yield:

[2-(4-amino-phenyl)-2,2-diethoxy-ethyl]-carbamic acid benzyl ester → [5-(4-acetylamino-phenyl)-1H-imidazol-2-yl]-acetic acid ethyl ester (908007-24-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Et₃N / CH₂Cl₂ / 0 °C

2.1: 88 percent / H₂ / Pd/C / ethanol

3.1: ethanol / 5 h / Heating

3.2: 52 percent / HCl / ethanol; dioxane / 12 h

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2006.06.155

Reference yield:

[2,2-diethoxy-2-(4-nitro-phenyl)-ethyl]-carbamic acid benzyl ester (908007-33-0) → [5-(4-acetylamino-phenyl)-1H-imidazol-2-yl]-acetic acid ethyl ester (908007-24-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Fe; NH₄Cl / ethanol; H₂O / Heating

2.1: Et₃N / CH₂Cl₂ / 0 °C

3.1: 88 percent / H₂ / Pd/C / ethanol

4.1: ethanol / 5 h / Heating

4.2: 52 percent / HCl / ethanol; dioxane / 12 h

With hydrogen; iron; ammonium chloride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; water;

DOI:10.1016/j.tetlet.2006.06.155

upstream raw materials:

N-[4-(2-amino-1,1-diethoxy-ethyl)-phenyl]-acetamide

ethyl 3-ethoxy-3-iminopropanoate hydrochloride

[2,2-diethoxy-2-(4-nitro-phenyl)-ethyl]-carbamic acid benzyl ester

[2-(4-acetylamino-phenyl)-2,2-diethoxy-ethyl]-carbamic acid benzyl ester

Refernces