1-Methyl-4-phenyl-5-nitroimidazole

Base Information

• Chemical Name: 1-Methyl-4-phenyl-5-nitroimidazole
• CAS No.: 14953-63-0
• Molecular Formula: C₁₀H₉N₃O₂
• Molecular Weight: 203.2
• DSSTox Substance ID: DTXSID60164334
• Wikidata: Q83033421
• ChEMBL ID: CHEMBL323841
• Mol file: 14953-63-0.mol

Synonyms:1-Methyl-4-phenyl-5-nitroimidazole;14953-63-0;CCRIS 1483;1H-Imidazole, 1-methyl-5-nitro-4-phenyl-;1-methyl-5-nitro-4-phenylimidazole;BRN 0913792;1-Methyl-5-nitro-4-phenyl-1H-imidazole;CHEMBL323841;DTXSID60164334;LS-78799;FT-0768634

Chemical Property of 1-Methyl-4-phenyl-5-nitroimidazole

Chemical Property:

• Vapor Pressure: 8.31E-07mmHg at 25°C
• Boiling Point: 417.9°C at 760 mmHg
• Flash Point: 206.5°C
• Density: 1.29g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 203.069476538
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC(=C1[N+](=O)[O-])C2=CC=CC=C2

Technology Process of 1-Methyl-4-phenyl-5-nitroimidazole

There total 5 articles about 1-Methyl-4-phenyl-5-nitroimidazole 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: 5.0%

1-Methyl-5-nitroso-4-phenylimidazole (111380-08-6) → 1-methyl-4-phenyl-5-nitroimidazole (14953-63-0)

Guidance literature:

With sodium hypochlorite; In diethyl ether; further reagent;

DOI:10.1021/jm00397a009

Reference yield:

4(5)-nitroso-5(4)-phenylimidazole (106232-36-4) → 1-methyl-4-phenyl-5-nitroimidazole (14953-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: neutral conditions

2: 5 percent / sodium hypochlorite / diethyl ether / further reagent

With sodium hypochlorite; In diethyl ether;

DOI:10.1021/jm00397a009

Reference yield:

4(5)-(p-aminophenyl)-5(4)-nitroimidazole (72798-75-5) → 1-methyl-4-phenyl-5-nitroimidazole (14953-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent / aq. sulfuric acid, sodium nitrite, aq. hypophosphorous acid / acetic acid / 1.) -10 deg C, 2 h, 2.) 5 deg C, 48 h

2: neutral conditions

With sulfuric acid; hypophosphorous acid; sodium nitrite; In acetic acid;

DOI:10.1021/jm00397a009

upstream raw materials:

1-Methyl-5-nitroso-4-phenylimidazole

4⁽⁵⁾-nitro-5⁽⁴⁾-phenylimidazole

methyl iodide

4⁽⁵⁾-(p-aminophenyl)-5⁽⁴⁾-nitroimidazole

Downstream raw materials:

1-methyl-4-phenyl-5-aminoimidazole

Refernces