1,5-dimethyl-1H-imidazole-2-carbonitrile

Base Information

• Chemical Name: 1,5-dimethyl-1H-imidazole-2-carbonitrile
• CAS No.: 79080-37-8
• Molecular Formula: C₆H₇N₃
• Molecular Weight: 121.142
• DSSTox Substance ID: DTXSID401273808
• Mol file: 79080-37-8.mol

Synonyms:1,5-dimethyl-1H-imidazole-2-carbonitrile;79080-37-8;DTXSID401273808

Chemical Property of 1,5-dimethyl-1H-imidazole-2-carbonitrile

Chemical Property:

• PSA: 41.61000
• LogP: 0.60018
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 121.063997236
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(N1C)C#N

Technology Process of 1,5-dimethyl-1H-imidazole-2-carbonitrile

There total 3 articles about 1,5-dimethyl-1H-imidazole-2-carbonitrile 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: 32.0%

1,2-dimethylimidazole (10447-93-5) + sodium cyanide (143-33-9,25596-52-5) → 4-cyano-1,5-dimethylimidazole (79080-35-6) + 2-cyano-1,5-dimethylimidazole (79080-37-8)

Guidance literature:

In methanol; Ambient temperature; electrooxidation at a platinum anode vs. SCE;

DOI:10.1246/bcsj.60.3693

Reference yield: 3.5%

3-cyano-1,5-dimethylpyrazole (54384-71-3) → 1,2-dimethyl-4-imidazolecarbonitrile (79080-38-9) + 4-cyano-1,5-dimethylimidazole (79080-35-6) + 2-cyano-1,5-dimethylimidazole (79080-37-8) + 2-cyano-1,4-dimethylimidazole (79080-36-7)

Guidance literature:

In acetonitrile; Irradiation;

DOI:10.1039/c39810000604

Reference yield:

4-methyl-1H-imidazole-2-carbonitrile (70631-95-7) + methyl iodide (74-88-4) → 2-cyano-1,5-dimethylimidazole (79080-37-8) + 2-cyano-1,4-dimethylimidazole (79080-36-7)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 24h; Overall yield = 85percent; Overall yield = 2.95 g;

upstream raw materials:

1,2-dimethylimidazole

sodium cyanide

3-cyano-1,5-dimethylpyrazole

4-methyl-1H-imidazole-2-carbonitrile

Downstream raw materials:

4-cyano-1,5-dimethylimidazole