5-Methoxybenzimidazole

Base Information

• Chemical Name: 5-Methoxybenzimidazole
• CAS No.: 4887-80-3
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 29332990
• European Community (EC) Number: 225-502-9
• UNII: Y9FY4BD73M
• DSSTox Substance ID: DTXSID60197622
• Nikkaji Number: J262.512A
• Wikidata: Q27455905
• Metabolomics Workbench ID: 148603
• ChEMBL ID: CHEMBL449325
• Mol file: 4887-80-3.mol

Synonyms:5-METHOXYBENZIMIDAZOLE;4887-80-3;5-methoxy-1H-benzo[d]imidazole;5-Methoxy-1H-benzimidazole;6-methoxy-1H-benzimidazole;1H-Benzimidazole, 5-methoxy-;MFCD00272526;5-MethoxybenziMidazole--d3;CHEMBL449325;6-methoxy-1H-benzo[d]imidazole;EINECS 225-502-9;5OB;6-methoxy-1h-benzoimidazole;1H-Benzimidazole, 6-methoxy-;5-methoxybenzoimidazole;5-methoxy-benzimidazole;5-methoxy-1H-bezimidazole;Y9FY4BD73M;5-Methoxybenzimidazole, 97%;SCHEMBL225931;5-Methoxy-1H-benzimidazole #;5-methoxy-1H-1,3-benzodiazole;DTXSID60197622;1H-Benzo[d]imidazole, 5-methoxy;AMY11986;BDBM50270673;MFCD09842601;AKOS006243257;AKOS008967364;CS-W010985;DB04130;DS-4350;2-(4-CYANOPHENYL)-13-DIOXOLANE;SY042564;FT-0620563;F17318;A827620;W-202866;Q27455905

Chemical Property of 5-Methoxybenzimidazole

Chemical Property:

• Appearance/Colour: White to brown powder
• Vapor Pressure: 6.07E-06mmHg at 25°C
• Melting Point: 121-126 ºC
• Refractive Index: 1.647
• Boiling Point: 390.2 ºC at 760 mmHg
• PKA: 13.12±0.10(Predicted)
• Flash Point: 141.7 ºC
• PSA: 37.91000
• Density: 1.244 g/cm³
• LogP: 1.57150
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

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

6-Methoxy-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)N=CN2
• Uses: 6-Methoxy-1H-benzimidazole has been studied for its anti-proliferative activity, and a preliminary in vivo toxicity study against a panel of non-small cell lung cancer cell lines.

Technology Process of 5-Methoxybenzimidazole

There total 44 articles about 5-Methoxybenzimidazole 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: 99.0%

N1-benzyl-5-methoxybenzimidazole (22019-71-2) → 5-methoxy-1H-benzimidazole (4887-80-3)

Guidance literature:

With triethylsilane; palladium 10% on activated carbon; In tetrahydrofuran; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.03.127

Reference yield: 99.0%

N3-benzyl-5-methoxybenzimidazole → 5-methoxy-1H-benzimidazole (4887-80-3)

Guidance literature:

With triethylsilane; palladium 10% on activated carbon; In tetrahydrofuran; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.03.127

Reference yield: 99.0%

formic acid (64-18-6) + 4-methoxy-2-nitroaniline (96-96-8) → 5-methoxy-1H-benzimidazole (4887-80-3)

Guidance literature:

With tin(ll) chloride; at 130 ℃; for 0.0833333h; microwave;

DOI:10.1016/j.tetlet.2005.07.130

upstream raw materials:

formic acid

orthoformic acid triethyl ester

4-methoxy-1,2-phenylenediamine

4-methoxy-2-nitroaniline

Downstream raw materials:

1-(4-phenyl)-6-methoxy-1H-benzo[d]imidazole

1-(4-phenyl)-5-methoxy-1H-benzo[d]imidazole

6-methoxy-1-methylbenzimidazole

Refernces

• 1、 An, Jie,Lai, Zemin,Li, Hengzhao,Peng, Mengqi,Sun, Yanhao,Yan, Zihan,Yang, Ruoyan,Zhang, Yuntong. "Methanol as the C1source: Redox coupling of nitrobenzenes and alcohols for the synthesis of benzimidazoles". supporting information. p. 748 - 753. Retrieved 2022/02/02.
• 2、 -. "Method for synthesizing benzimidazole from carbon dioxide and o-phenylenediamine compound". Paragraph 0037-0040. . Retrieved 2021/06/06.