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

Base Information

• Chemical Name: 2-Bromo-1-methyl-4-nitro-1H-imidazole
• CAS No.: 16681-63-3
• Molecular Formula: C₄H₄BrN₃O₂
• Molecular Weight: 205.999
• NSC Number: 347484
• DSSTox Substance ID: DTXSID20168191
• Nikkaji Number: J1.286.889H
• Wikidata: Q83037729
• Mol file: 16681-63-3.mol

Synonyms:2-bromo-1-methyl-4-nitroimidazole;16681-63-3;2-BROMO-1-METHYL-4-NITRO-1H-IMIDAZOLE;NSC347484;2-bromo-N-methylnitroimidazole;SCHEMBL3282371;DTXSID20168191;NSC 347484;NSC-347484;1-Methyl-2-bromo-4-nitro-1H-imidazole

Chemical Property of 2-Bromo-1-methyl-4-nitro-1H-imidazole

Chemical Property:

• Vapor Pressure: 4.13E-05mmHg at 25°C
• Boiling Point: 351.4°C at 760 mmHg
• Flash Point: 166.3°C
• Density: 2.04g/cm³
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 204.94869
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(N=C1Br)[N+](=O)[O-]

Technology Process of 2-Bromo-1-methyl-4-nitro-1H-imidazole

There total 5 articles about 2-Bromo-1-methyl-4-nitro-1H-imidazole 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: 82.0%

2-bromo-4-nitro-1H-imidazole (65902-59-2) + methyl iodide (74-88-4) → 2-bromo-1-methyl-4-nitroimidazole (16681-63-3)

Guidance literature:

2-bromo-4-nitro-1H-imidazole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 16h;

Reference yield: 44.0%

1-methyl-2,4-dinitroimidazole (5213-50-3) → 2-bromo-1-methyl-4-nitroimidazole (16681-63-3)

Guidance literature:

With hydrogen bromide; for 0.5h; Heating;

Reference yield: 0.5%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-bromo-4-nitro-1H-imidazole (65902-59-2) → 2-bromo-1-methyl-4-nitroimidazole (16681-63-3) + 2-Bromo-1-methyl-5-nitroimidazole (17024-47-4)

Guidance literature:

In tetrahydrofuran; methanol;

upstream raw materials:

diazomethane

2-bromo-4-nitro-1H-imidazole

1-methyl-2,4-dinitroimidazole

2,5-dibromo-1-methyl-4-nitroimidazole

Downstream raw materials:

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