2-(4-Chlorophenyl)-6-methoxy-1h-benzimidazole

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-6-methoxy-1h-benzimidazole
• CAS No.: 6943-23-3
• Molecular Formula: C14H11 Cl N2 O
• Molecular Weight: 258.707
• NSC Number: 51677
• DSSTox Substance ID: DTXSID00287591
• Nikkaji Number: J762.478F
• Wikidata: Q82023676
• Mol file: 6943-23-3.mol

Synonyms:2-(4-chlorophenyl)-6-methoxy-1h-benzimidazole;6943-23-3;2-(4-chlorophenyl)-6-methoxy-1h-benzo[d]imidazole;NSC51677;SCHEMBL3337335;DTXSID00287591;NSC-51677;AKOS014351671;AKOS030257052;Z3214866196

Chemical Property of 2-(4-Chlorophenyl)-6-methoxy-1h-benzimidazole

Chemical Property:

• Vapor Pressure: 2.3E-08mmHg at 25°C
• Boiling Point: 452.1°Cat760mmHg
• Flash Point: 227.2°C
• Density: 1.317g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 258.0559907
• Heavy Atom Count: 18
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)N=C(N2)C3=CC=C(C=C3)Cl

Technology Process of 2-(4-Chlorophenyl)-6-methoxy-1h-benzimidazole

There total 9 articles about 2-(4-Chlorophenyl)-6-methoxy-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: 75.0%

C14H13ClN2O → 2-(4-chlorophenyl)-5-methoxy-1H-benzimidazole (6943-23-3)

Guidance literature:

With 2C₂₈H₁₇N₃O₇^(2-)*2Cu⁽²⁺⁾*6C₃H₇NO; benzoic acid; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 100 ℃; for 24h;

DOI:10.1039/c7ra10682c

Reference yield: 72.0%

4-methoxy-1,2-phenylenediamine (102-51-2) + para-chlorobenzoic acid (74-11-3) → 6-methoxy-2-(4-chlorophenyl)-1H-benzo[d]imidazole (6943-23-3)

Guidance literature:

para-chlorobenzoic acid; With borane-THF; In tetrahydrofuran; toluene; at 20 ℃; for 0.5h; Cooling with ice;

4-methoxy-1,2-phenylenediamine; In tetrahydrofuran; toluene; for 12h; Reflux;

DOI:10.1055/s-0031-1290129

Reference yield: 65.0%

4-chlorobenzaldehyde (104-88-1) + 4-methoxy-1,2-phenylenediamine (102-51-2) → 2-(4-chlorophenyl)-5-methoxy-1H-benzimidazole (6943-23-3)

Guidance literature:

With sodium metabisulfite; In N,N-dimethyl-formamide; Reflux;

DOI:10.1016/j.ejmech.2020.112554

upstream raw materials:

N-(2-Amino-4-methoxy-phenyl)-4-chloro-benzamide

4-(4-chlorobenzamido)-3-nitroanisole

4-chloro-benzoyl chloride

4-methoxy-2-nitroaniline

Refernces

• 1、 Escala, Nerea,Valderas-García, Elora,Bardón, María álvarez,Gómez de Agüero, Verónica Castilla,Escarcena, Ricardo,López-Pérez, José Luis,Rojo-Vázquez, Francisco A.,San Feliciano, Arturo,Bala?a-Fouce, Rafael,Martínez-Valladares, María,Olmo, Esther del. "Synthesis, bioevaluation and docking studies of some 2-phenyl-1H-benzimidazole derivatives as anthelminthic agents against the nematode Teladorsagia circumcincta". . . Retrieved 2020/10/02.
• 2、 Xu, Fen,Kang, Wei-Fen,Wang, Xiao-Ning,Kou, Hao-Dong,Jin, Zhen,Liu, Chun-Sen. "Synergic effect of copper-based metal-organic frameworks for highly efficient C-H activation of amidines". . p. 51658 - 51662. Retrieved 2017/11/16.