4-bromo-1,5-dimethyl-1H-imidazole

Base Information

• Chemical Name: 4-bromo-1,5-dimethyl-1H-imidazole
• CAS No.: 158585-81-0
• Molecular Formula: C₅H₇BrN₂
• Molecular Weight: 175.028
• DSSTox Substance ID: DTXSID601300388
• Nikkaji Number: J618.466I

Synonyms:4-BROMO-1,5-DIMETHYLIMIDAZOLE;158585-81-0;4-bromo-1,5-dimethyl-1H-imidazole;SCHEMBL10964790;DTXSID601300388;MFCD09033089;AKOS006329628;BS-15470;CS-0187837;E74451;EN300-3249869

Chemical Property of 4-bromo-1,5-dimethyl-1H-imidazole

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 173.97926
• Heavy Atom Count: 8
• Complexity: 86.5

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=CN1C)Br

Technology Process of 4-bromo-1,5-dimethyl-1H-imidazole

There total 5 articles about 4-bromo-1,5-dimethyl-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:

1-Methyl-4,5-dibromoimidazole-2-carboxylic acid (158585-80-9) + methyl iodide (74-88-4) → 4-bromo-1,5-dimethyl-1H-imidazole (158585-81-0)

Guidance literature:

With hydrogenchloride; n-butyllithium; Yield given. Multistep reaction; 1.) THF, -70 deg C, 10 min; -70 to 0 deg C, 2.) EtOH, reflux, 1 h;

DOI:10.1021/jo00098a006

Reference yield:

1,2-dimethylimidazole (10447-93-5) → 2,4-dibromo-1,5-dimethyl-1H-imidazole (850429-57-1) + 4-bromo-1,5-dimethyl-1H-imidazole (158585-81-0)

Guidance literature:

With chloroform; bromine;

Reference yield:

5-bromo-4-methyl-1H-imidazole (15813-08-8) + dimethyl sulfate (77-78-1) → 5-bromo-1,4-dimethyl-1H-imidazole (861325-16-8) + 4-bromo-1,5-dimethyl-1H-imidazole (158585-81-0)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

1,2-dimethylimidazole

5-bromo-4-methyl-1H-imidazole

dimethyl sulfate

1-Methyl-4,5-dibromoimidazole-2-carboxylic acid

Downstream raw materials:

1,5-0dimethyl-4-phenyl-1H-imidazole

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