2H-Benzimidazol-2-one,5-acetyl-1,3-dihydro-(9CI)

Base Information

• Chemical Name: 2H-Benzimidazol-2-one,5-acetyl-1,3-dihydro-(9CI)
• CAS No.: 39513-27-4
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• Mol file: 39513-27-4.mol

Synonyms:5-acetylbenzimidazolin-2-one;5-acetyl-1,3-dihydro-benzimidazol-2-one;5-acetyl-1H-benzo[d]imidazol-2(3H)-one;5-acetyl-benzimidazol-2-one;5-acetyl-1,3-dihydro-2H-benzimidazol-2-one;5-acetyl-1,3-dihydro-benzoimidazol-2-one;5-acetyl-1,3-dihydro-2H-benzimidazole-2-one;5-Acetyl-1,3-dihydro-benzimidazol-2-on;

Chemical Property of 2H-Benzimidazol-2-one,5-acetyl-1,3-dihydro-(9CI)

Chemical Property:

• Vapor Pressure: 0.128mmHg at 25°C
• Melting Point: 294-295 °C(Solv: ethanol, 95% (64-17-5))
• Boiling Point: 218.103oC at 760 mmHg
• PKA: 11.59±0.30(Predicted)
• Flash Point: 87.593oC
• PSA: 65.98000
• Density: 1.271g/cm3
• LogP: 1.47110

Purity/Quality:

98%Min ^*data from raw suppliers

5-Acetyl-1,3-dihydro-2H-benzimidazol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Benzimidazol-2-one,5-acetyl-1,3-dihydro-(9CI)

There total 5 articles about 2H-Benzimidazol-2-one,5-acetyl-1,3-dihydro-(9CI) 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: 92.0%

1,3-dihydro-2H-benzimidazol-2-one (615-16-7) + acetyl chloride (75-36-5) → 5-acetyl-1H-benzo[d]imidazol-2(3H)-one (39513-27-4)

Guidance literature:

With aluminium trichloride; In 1,1,2,2-tetrachloroethylene; at 90 - 100 ℃; for 1h;

DOI:10.1007/BF00508678

Reference yield: 72.0%

methyl 4-acetyl-2-iodophenylcarbamate → 5-acetyl-1H-benzo[d]imidazol-2(3H)-one (39513-27-4)

Guidance literature:

methyl 4-acetyl-2-iodophenylcarbamate; With copper(l) iodide; ammonia; L-proline; sodium hydroxide; In water; dimethyl sulfoxide; at 20 ℃; Inert atmosphere;

In water; dimethyl sulfoxide; at 130 ℃; Inert atmosphere;

DOI:10.1021/jo9017183

Reference yield:

phosgene (75-44-5) + 1-(3,4-diaminophenyl)ethanone (21304-39-2) → 5-acetyl-1H-benzo[d]imidazol-2(3H)-one (39513-27-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01626a101 DOI:10.1021/ja01540a038

upstream raw materials:

phosgene

1-(3,4-diaminophenyl)ethanone

1,3-dihydro-2H-benzimidazol-2-one

acetyl chloride

Downstream raw materials:

1.3-Dimethyl-5-acetyl-benzimidazolon

Refernces

• 1、 Diao, Xiaoqiong,Wang, Yuji,Jiang, Yongwen,Ma, Dawei. "Assembly of substituted 1H-benzimidazoles and 1,3-dihydrobenzimidazol-2- ones via CuI/L-proline catalyzed coupling of aqueous ammonia with 2-iodoacetanilides and 2-iodophenylcarbamates". experimental part. p. 7974 - 7977. Retrieved 2010/02/28.