2-Bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile

Base Information

• Chemical Name: 2-Bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile
• CAS No.: 115905-43-6
• Molecular Formula: C6H3BrN4
• Molecular Weight: 211.02
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID30381293
• Nikkaji Number: J506.866E
• Wikidata: Q72447175
• Mol file: 115905-43-6.mol

Synonyms:2-Bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile;115905-43-6;2-bromo-1-methylimidazole-4,5-dicarbonitrile;2-Bromo-4,5-dicyano-1-methylimidazole;2-bromo-4,5-dicyano-1-methyl-1H-imidazole;1H-Imidazole-4,5-dicarbonitrile,2-bromo-1-methyl-;DTXSID30381293;AMY24801;MFCD00174289;AKOS015918456;FT-0648351;2-bromanyl-1-methyl-imidazole-4,5-dicarbonitrile;A803508;J-508180

Chemical Property of 2-Bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 8.87E-09mmHg at 25°C
• Refractive Index: 1.68
• Boiling Point: 463.72 °C at 760 mmHg
• Flash Point: 234.25 °C
• PSA: 65.40000
• Density: 1.74 g/cm³
• LogP: 0.92596
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 209.95411
• Heavy Atom Count: 11
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=C(N=C1Br)C#N)C#N

Technology Process of 2-Bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile

There total 2 articles about 2-Bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile 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: 70.0%

dimethyl sulfate (77-78-1) + 2-bromo-1H-imidazole-4,5-dicarbonitrile (50847-09-1) → 2-bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile (115905-43-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1021/ma035920r

Reference yield: 50.0%

4,5-dicyano-1H-imidazole (1122-28-7) + dimethyl sulfate (77-78-1) → 2-bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile (115905-43-6)

Guidance literature:

4,5-dicyano-1H-imidazole; With bromine; sodium hydroxide; In water;

dimethyl sulfate; With sodium hydrogencarbonate; In water;

DOI:10.3998/ark.5550190.p010.071

Reference yield: 89.0%

2-bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile (115905-43-6) → 4,5-Dicyano-2-fluoro-1-methylimidazole (156731-83-8)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In diethylene glycol dimethyl ether; for 24h; Heating;

DOI:10.1021/jo960828x

upstream raw materials:

dimethyl sulfate

2-bromo-1H-imidazole-4,5-dicarbonitrile

4,5-dicyano-1H-imidazole

Downstream raw materials:

4-pentanoyl-1-methylimidazole-5-carbonitrile

1-methyl-4,5-dicyanoimidazole

4,5-Dicyano-2-fluoro-1-methylimidazole

1-methyl-2-ethynyl-4,5-dicyanoimidazole

Refernces

• 1、 Kulhánek, Ji?í,Bure?, Filip,Pytela, Old?ich,Mikysek, Tomá?,Ludvík, Ji?í,R??i?ka, Ale?. "Push-pull molecules with a systematically extended π-conjugated system featuring 4,5-dicyanoimidazole". scheme or table. p. 57 - 65. Retrieved 2010/11/03.