4-METHYLBENZIMIDAZOLONE

Base Information

• Chemical Name: 4-METHYLBENZIMIDAZOLONE
• CAS No.: 19190-68-2
• Molecular Formula: C8H8 N2 O
• Molecular Weight: 148.164
• Hs Code.: 2933990090
• Mol file: 19190-68-2.mol

Synonyms:2-Benzimidazolinone,4-methyl- (6CI,8CI); 2-Hydroxy-4-methylbenzimidazole;4-Methyl-1,3-dihydrobenzimidazol-2-one; 4-Methylbenzimidazolone

Chemical Property of 4-METHYLBENZIMIDAZOLONE

Chemical Property:

• Melting Point: 300 °C
• Boiling Point: 143.3±10.0 °C(Predicted)
• PKA: 12.26±0.30(Predicted)
• PSA: 48.65000
• Density: 1.201±0.06 g/cm3(Predicted)
• LogP: 1.16460

Purity/Quality:

98%min ^*data from raw suppliers

4-Methyl-1,3-dihydro-2H-benzimidazol-2-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-METHYLBENZIMIDAZOLONE

There total 10 articles about 4-METHYLBENZIMIDAZOLONE 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: 100.0%

1,1'-carbonyldiimidazole (530-62-1) + 3-methyl-1,2-benzenediamine (2687-25-4) → 4-methylbenzimidazolone (19190-68-2)

Guidance literature:

In DMF (N,N-dimethyl-formamide); at 90 - 95 ℃; for 4h;

Reference yield: 100.0%

1,1'-carbonyldiimidazole (530-62-1) + 3-methyl-1,2-benzenediamine (2687-25-4) → 4-methyl-1,3-dihydro-2H-benzoimidazol-2-one (19190-68-2)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1021/acs.jmedchem.6b00709

Reference yield: 98.0%

carbon dioxide (124-38-9,18923-20-1) + 3-methyl-1,2-benzenediamine (2687-25-4) → 4-methyl-1,3-dihydro-2H-benzoimidazol-2-one (19190-68-2)

Guidance literature:

With tetrabutylammonium tungstate; In 1-methyl-pyrrolidin-2-one; at 139.84 ℃; for 24h; under 15001.5 Torr; Autoclave;

DOI:10.1002/anie.201203189

upstream raw materials:

phosgene

3-methyl-1,2-benzenediamine

1-(N-carbethoxyimidoyl)-4-methyl-2-benzimidazolone

carbon monoxide

Downstream raw materials:

triethylamine hydrochloride

1,3-bis-(dichloro-fluoro-methylsulfanyl)-4-methyl-1,3-dihydro-benzoimidazol-2-one

3-methyl-1-(4-methyl-1H-benzimidazol-2-yl)-4-(phenylmethyl)-1H-pyrazol-5-ol

2-Chloro-4-methylbenzimidazole

Refernces

• 1、 Qi, Xinxin,Zhou, Rong,Peng, Jin-Bao,Ying, Jun,Wu, Xiao-Feng. "Selenium-Catalyzed Carbonylative Synthesis of 2-Benzimidazolones from 2-Nitroanilines with TFBen as the CO Source". supporting information. p. 5161 - 5164. Retrieved 2019/01/25.
• 2、 Rekunge, Deelip S.,Khatri, Chetan K.,Chaturbhuj, Ganesh U.. "Sulfated polyborate-catalyzed efficient and expeditious synthesis of (un)symmetrical ureas and benzimidazolones". supporting information. p. 4304 - 4307. Retrieved 2017/10/12.