2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE

Base Information

• Chemical Name: 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE
• CAS No.: 2620-81-7
• Molecular Formula: C14H12 N2 O
• Molecular Weight: 224.262
• Hs Code.: 2933990090
• Mol file: 2620-81-7.mol

Synonyms:Benzimidazole,2-(p-methoxyphenyl)- (6CI,7CI,8CI); 2-(4-Methoxyphenyl)-1H-benzimidazole;2-(4-Methoxyphenyl)benzimidazole; 2-(p-Methoxyphenyl)benzimidazole;2-p-Anisylbenzimidazole; NSC 403421

Chemical Property of 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE

Chemical Property:

• Vapor Pressure: 1.55E-07mmHg at 25°C
• Melting Point: 228-230 °C
• Boiling Point: 428.2°C at 760 mmHg
• PKA: 11.49±0.10(Predicted)
• Flash Point: 154.4°C
• PSA: 37.91000
• Density: 1.216g/cm³
• LogP: 3.23850

Purity/Quality:

98% ^*data from raw suppliers

2-(4-methoxyphenyl)-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE

There total 134 articles about 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE 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: 99.5%

4-methoxy-benzaldehyde (123-11-5) + 1,2-diamino-benzene (95-54-5) → 2-(4-methoxyphenyl)-1H-benzimidazole (2620-81-7)

Guidance literature:

With alumina-supported iron(III) chloride; In N,N-dimethyl-formamide; at 38 - 41 ℃; for 2.2h; Sonication;

DOI:10.2174/157017811796504882

Reference yield: 99.0%

4-methoxy-benzylamine (2393-23-9) + 1,2-diamino-benzene (95-54-5) → 2-(4-methoxyphenyl)-1H-benzimidazole (2620-81-7)

Guidance literature:

With 4-tert-butyl-5-methoxy-1,2-benzoquinone; oxygen; toluene-4-sulfonic acid; In acetonitrile; at 60 ℃; for 24h; Schlenk technique;

DOI:10.1021/acs.orglett.7b02786

Reference yield: 99.0%

benzoimidazole (51-17-2,79351-71-6) + para-iodoanisole (696-62-8) → 2-(4-methoxyphenyl)-1H-benzimidazole (2620-81-7)

Guidance literature:

With exo/endo-9-cyclohexyl-9-phospabicyclo[4.2.1]nonane; isobutyldiisopropylamine; [(1,5-cyclooctadiene)₂RhCl]₂; In tetrahydrofuran; 1,2-dichloro-benzene; at 150 ℃; for 24h;

DOI:10.1002/anie.200504289

upstream raw materials:

4-methoxy-benzaldehyde

1,2-diamino-benzene

4-methoxybenzoic acid

1H-benzimidazol-2-acetonitrile

Downstream raw materials:

2-(4-methoxyphenyl)-1-[4-(2-piperidin-1-ylethoxy)benzyl]-1H-benzimidazole

C₂₅H₂₀N₂O₃

3-methoxy-5,6-diphenylbenzo[4,5]imidazo[2,1-a]isoquinoline

Refernces

• 1、 Tang, Shiya,Gong, Tianjun,Fu, Yao. "Mechanistic study of copper-catalyzed intramolecular ortho-C-H activation/carbon-nitrogen and carbon-oxygen cyclizations". . p. 619 - 632. Retrieved 2013.
• 2、 Guo, Tao,He, Jianghua,Liu, Tianwei,Zhang, Yuetao. "One-Pot Transformation of Lignin and Lignin Model Compounds into Benzimidazoles". supporting information. . Retrieved 2022/02/07.
• 3、 Kalhor, Mehdi,Zarnegar, Zohre. "1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles". . . Retrieved 2021/12/03.