5-METHOXY-2-BENZIMIDAZOLINONE

Base Information

• Chemical Name: 5-METHOXY-2-BENZIMIDAZOLINONE
• CAS No.: 2080-75-3
• Molecular Formula: C8H8N2O2
• Molecular Weight: 164.164
• Hs Code.: 2933990090
• Mol file: 2080-75-3.mol

Synonyms:2-Benzimidazolinone,5-methoxy- (6CI,7CI,8CI);5-Methoxy-1,3-dihydrobenzimidazol-2-one;5-Methoxy-1H-benzo[d]imidazol-2(3H)-one;

Chemical Property of 5-METHOXY-2-BENZIMIDAZOLINONE

Chemical Property:

• Appearance/Colour: Off-White Crystalline Solid
• Vapor Pressure: 1.2mmHg at 25°C
• Melting Point: 255 °C
• Refractive Index: 1.565
• Boiling Point: 174.5 °C at 760 mmHg
• PKA: 11.53±0.30(Predicted)
• Flash Point: 59.3 °C
• PSA: 57.88000
• Density: 1.252 g/cm³
• LogP: 0.86480
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxy-5-methoxybenzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,T
• Hazard Codes: C,T
• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-METHOXY-2-BENZIMIDAZOLINONE is a useful synthetic intermediate. Benzimidazole derivative. An intermediate for a novel class of 2-{3-oxospiro[isobenzofuran -1(3H),4'-piperidin]-1'-yl}benzimidazole NPY Y5 receptor antagonist. Benzimidazole derivative. An intermediate for a novel class of 2-{3-oxospiro[isobenzofuran-1(3H),4''-piperidin]-1''-yl}benzimidazole NPY Y5 receptor antagonist. An impurity of Esomeprazole, which is a gastric proton-pump inhibitor.

Technology Process of 5-METHOXY-2-BENZIMIDAZOLINONE

There total 19 articles about 5-METHOXY-2-BENZIMIDAZOLINONE 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: 90.0%

bis(trichloromethyl) carbonate (32315-10-9) + 4-methoxy-1,2-phenylenediamine (102-51-2) → 5-methoxy-1,3-dihydro-2H-benzoimidazol-2-one (2080-75-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/acsmedchemlett.6b00092

Reference yield: 81.0%

5-methoxy-1-(p-toluenesulfonyl)-1H-benzo[d]imidazol-2(3H)-one → 5-methoxy-1,3-dihydro-2H-benzoimidazol-2-one (2080-75-3)

Guidance literature:

With magnesium; In methanol; at 20 ℃; for 1.5h; Sonication;

DOI:10.1002/chem.201404000

Reference yield: 72.0%

(2-amino-4-methoxyphenyl)carbamate tert-butyl ester (213118-56-0) → 5-methoxy-1,3-dihydro-2H-benzoimidazol-2-one (2080-75-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 5h;

upstream raw materials:

6-methoxy-1H-benzo[d]imidazole

1,1'-carbonyldiimidazole

4-methoxy-1,2-phenylenediamine

4-methoxy-2-nitroaniline

Downstream raw materials:

5-(3-(4-(2,3-dichlorophenyl)-1,4-diazepan-1-yl)propoxy)-1H-benzo[d]imidazol-2(3H)-one

5-(4-(4-(2,3-dichlorophenyl)piperidin-1-yl)butoxy)-1H-benzo[d]imidazol-2(3H)-one

5-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propoxy)-1H-benzo[d]imidazol-2(3H)-one

5-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-1H-benzo[d]imidazol-2(3H)-one

Refernces

• 1、 -. "NOVEL COMPOUNDS AND THEIR USES AS THYROID HORMONE RECEPTOR AGONISTS". Page/Page column 62. . Retrieved 2020/09/08.
• 2、 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.