1-(2-Bromoethyl)-2-methyl-5-nitroimidazole

Base Information

• Chemical Name: 1-(2-Bromoethyl)-2-methyl-5-nitroimidazole
• CAS No.: 6058-57-7
• Molecular Formula: C6H8BrN3O2
• Molecular Weight: 234.052
• Hs Code.: 2933290090
• UNII: 763GR21E37
• DSSTox Substance ID: DTXSID90209383
• Nikkaji Number: J49.313I
• Wikidata: Q27266441
• Mol file: 6058-57-7.mol

Synonyms:1-(2-Bromoethyl)-2-methyl-5-nitroimidazole;6058-57-7;1-(2-bromoethyl)-2-methyl-5-nitro-1h-imidazole;BRN 0611686;Imidazole, 1-(2-bromoethyl)-2-methyl-5-nitro-;1-(2-BROMO-ETHYL)-2-METHYL-5-NITRO-1H-IMIDAZOLE;UNII-763GR21E37;763GR21E37;1H-Imidazole, 1-(2-bromoethyl)-2-methyl-5-nitro-;SCHEMBL4273201;DTXSID90209383;AKOS015917351;AKOS015967290;AC-6396;LS-78092;1-(2-bromoethyl)-2-methyl-5-nitroimidazol;FT-0748444;1-(2'-bromoethyl)-2-methyl-5-nitroimidazole;Q27266441

Chemical Property of 1-(2-Bromoethyl)-2-methyl-5-nitroimidazole

Chemical Property:

• Vapor Pressure: 1.28E-05mmHg at 25°C
• Melting Point: 81.2 °C(Solv: ethyl ether (60-29-7))
• Refractive Index: 1.635
• Boiling Point: 379.4 °C at 760 mmHg
• PKA: 2.38±0.34(Predicted)
• Flash Point: 183.3 °C
• PSA: 63.64000
• Density: 1.75 g/cm³
• LogP: 2.01780
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 232.97999
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

97% ^*data from raw suppliers

1-(2-Bromoethyl)-2-methyl-5-nitroimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(N1CCBr)[N+](=O)[O-]

Technology Process of 1-(2-Bromoethyl)-2-methyl-5-nitroimidazole

There total 8 articles about 1-(2-Bromoethyl)-2-methyl-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: 91.0%

metronidazole (443-48-1) → 1-(2-bromoethyl)-2-methyl-5-nitroimidazole (6058-57-7)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 1.75h;

DOI:10.3390/molecules14041483

Reference yield: 70.0%

toluene-4-sulfonic acid 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl ester (30575-42-9) → 1-(2-bromoethyl)-2-methyl-5-nitroimidazole (6058-57-7)

Guidance literature:

With sodium bromide; In N,N-dimethyl-formamide; at 100 ℃; for 4h;

DOI:10.1007/s10870-008-9343-9

Reference yield: 62.0%

2-(5-nitro-2-methyl-1-imidazolyl)ethyl methanesulfonate (30746-54-4) → 1-(2-bromoethyl)-2-methyl-5-nitroimidazole (6058-57-7)

Guidance literature:

With sodium bromide; In N,N-dimethyl-formamide; at 100 ℃; for 4h;

DOI:10.1021/jm00011a013

upstream raw materials:

2-(5-nitro-2-methyl-1-imidazolyl)ethyl methanesulfonate

ethylene dibromide

2-methyl-4-nitro-1H-imidazole

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

Downstream raw materials:

2-(2-methyl-5-nitro-1H-imidazolyl)ethyl iodide

1-(2-fluorophenyl)-4-(2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)piperazine

N-[3-(3-fluoro-4-{4-[2-(2-methyl-5-nitro-imidazol-1-yl)-ethyl]-piperazin-1-yl}-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide

[2-(2-methyl-5-nitro-1H-imidazol-1-yl)]ethylazide