4-Acetyl-1-benzyl-2-methylimidazole

Base Information

• Chemical Name: 4-Acetyl-1-benzyl-2-methylimidazole
• CAS No.: 92007-22-2
• Molecular Formula: C13H14N2O
• Molecular Weight: 214.267
• DSSTox Substance ID: DTXSID60541904
• Wikidata: Q82418373
• Mol file: 92007-22-2.mol

Synonyms:92007-22-2;4-acetyl-1-benzyl-2-methylimidazole;1-(1-BENZYL-2-METHYLIMIDAZOL-4-YL)ETHANONE;SCHEMBL4024290;DTXSID60541904;1-(1-Benzyl-2-methyl-1H-imidazol-4-yl)ethan-1-one

Chemical Property of 4-Acetyl-1-benzyl-2-methylimidazole

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 214.110613074
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CN1CC2=CC=CC=C2)C(=O)C

Technology Process of 4-Acetyl-1-benzyl-2-methylimidazole

There total 3 articles about 4-Acetyl-1-benzyl-2-methylimidazole 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: 75.0%

3-acetamido-4-(benzylamino)-3-buten-2-one (103747-87-1) → 4-acetyl-1-benzyl-2-methylimidazole (92007-22-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1016/S0040-4039(00)98654-4

Reference yield: 71.0%

4(5)-acetyl-2-methyl-1H-imidazole (78210-66-9) + benzyl chloride (100-44-7) → 4-acetyl-1-benzyl-2-methylimidazole (92007-22-2)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)98654-4

Reference yield:

N-(5-methyl-4-isoxazolyl)acetamide (100499-63-6) → 4-acetyl-1-benzyl-2-methylimidazole (92007-22-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / H₂ / 10percent Pd on C / methanol / 1 h / 2327.2 Torr / Ambient temperature

2: NaOH / ethanol / 1 h / Heating

3: 1.) NaH / 1.) THF, RT, 20 min, 2.) THF, reflux, 16 h

With sodium hydroxide; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jo00389a015

upstream raw materials:

3-acetamido-4-(benzylamino)-3-buten-2-one

4⁽⁵⁾-acetyl-2-methyl-1H-imidazole

benzyl chloride

N-(5-methyl-4-isoxazolyl)acetamide

Downstream raw materials:

5-acetyl-1-benzyl-2-methylimidazole

1-(2-methyl-1H-imidazol-4-yl)ethanone