Imidazole, 2-methyl-5-nitro-1-(phenoxyethyl)-

Base Information

• Chemical Name: Imidazole, 2-methyl-5-nitro-1-(phenoxyethyl)-
• CAS No.: 16156-92-6
• Molecular Formula: C12H13 N3 O3
• Molecular Weight: 247.254
• DSSTox Substance ID: DTXSID30167195
• Wikidata: Q83036518
• ChEMBL ID: CHEMBL4549422
• Mol file: 16156-92-6.mol

Synonyms:BRN 0618811;Imidazole, 2-methyl-5-nitro-1-(phenoxyethyl)-;2-Methyl-5-nitro-1-(phenoxyethyl)imidazole;16156-92-6;CHEMBL4549422;DTXSID30167195;STL382159;AKOS000421551;LS-78798;2-methyl-5-nitro-1-(2-phenoxyethyl)-1H-imidazole

Chemical Property of Imidazole, 2-methyl-5-nitro-1-(phenoxyethyl)-

Chemical Property:

• Vapor Pressure: 3.86E-08mmHg at 25°C
• Boiling Point: 458.1°Cat760mmHg
• Flash Point: 230.8°C
• Density: 1.26g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 247.09569129
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(N1CCOC2=CC=CC=C2)[N+](=O)[O-]

Technology Process of Imidazole, 2-methyl-5-nitro-1-(phenoxyethyl)-

There total 3 articles about Imidazole, 2-methyl-5-nitro-1-(phenoxyethyl)- 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: 74.0%

toluene-4-sulfonic acid 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl ester (30575-42-9) + phenol (108-95-2,27073-41-2) → 2-methyl-5-nitro-1-(2-phenoxyethyl)-1H-imidazole (16156-92-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1016/j.bmc.2018.12.003

Reference yield:

metronidazole (443-48-1) → 2-methyl-5-nitro-1-(2-phenoxyethyl)-1H-imidazole (16156-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / chloroform / 24 h / 0 °C

2: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 °C

With pyridine; potassium carbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2018.12.003

Reference yield:

→ 2-methyl-5-nitro-1-(2-phenoxyethyl)-1H-imidazole (16156-92-6)

Guidance literature:

β-Brom-Phenetol, 2-Methyl-5-nitro-imidazol, Essigsaeure;

DOI:10.1021/jm00307a044

upstream raw materials:

metronidazole

toluene-4-sulfonic acid 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl ester

phenol