2-(2,5-Dichlorophenyl)-1H-benzimidazole

Base Information

• Chemical Name: 2-(2,5-Dichlorophenyl)-1H-benzimidazole
• CAS No.: 14225-80-0
• Molecular Formula: C13H8 Cl2 N2
• Molecular Weight: 263.126
• Hs Code.: 2933990090
• NSC Number: 128758
• UNII: 6P948C7EKX
• DSSTox Substance ID: DTXSID40161987
• Nikkaji Number: J3.012.388C
• Wikidata: Q83030476
• Mol file: 14225-80-0.mol

Synonyms:2-(2,5-Dichlorophenyl)-1H-benzimidazole;14225-80-0;2-(2,5-dichlorophenyl)-1H-benzo[d]imidazole;NSC128758;BENZIMIDAZOLE, 2-(2,5-DICHLOROPHENYL)-;NSC-128758;NSC 128758;2-(2,5-Dichloro-phenyl)-1H-benzoimidazole;6P948C7EKX;SCHEMBL12861171;DTXSID40161987;XWESCMJAJHAFPS-UHFFFAOYSA-N;AKOS000460472;1H-Benzimidazole, 2-(2,5-dichlorophenyl)-;2-(2,5-DICHLOROPHENYL)-1H-1,3-BENZODIAZOLE;Z111571414

Chemical Property of 2-(2,5-Dichlorophenyl)-1H-benzimidazole

Chemical Property:

• Vapor Pressure: 1.36E-08mmHg at 25°C
• Boiling Point: 458.6°C at 760 mmHg
• Flash Point: 263.6°C
• PSA: 28.68000
• Density: 1.427g/cm³
• LogP: 4.53670
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 262.0064537
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

99%min ^*data from raw suppliers

2-(2,5-Dichlorophenyl)-1H-benzo[d]imidazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)C3=C(C=CC(=C3)Cl)Cl

Technology Process of 2-(2,5-Dichlorophenyl)-1H-benzimidazole

There total 6 articles about 2-(2,5-Dichlorophenyl)-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: 92.0%

2,5-dichlorobenzyl alcohol (34145-05-6) + 1,2-diamino-benzene (95-54-5) → 2-(2,5-dichlorophenyl)-1H-benzo[d]imidazole (14225-80-0)

Guidance literature:

With dimethyl sulfoxide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In ethyl acetate; at 0 - 25 ℃; for 2.5h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.08.037

Reference yield: 55.0%

2,5-dichloro-N-(2-iodophenyl)benzamide (328283-72-3) → 2-(2,5-dichlorophenyl)-1H-benzo[d]imidazole (14225-80-0)

Guidance literature:

2,5-dichloro-N-(2-iodophenyl)benzamide; With ammonium hydroxide; copper(l) iodide; L-proline; sodium hydroxide; In water; dimethyl sulfoxide; at 20 ℃; for 3h; Inert atmosphere;

With acetic acid; In water; dimethyl sulfoxide; at 80 ℃; for 7h; Inert atmosphere;

DOI:10.1016/j.ejmech.2016.11.017

Reference yield: 55.0%

→ 2-(2,5-dichlorophenyl)-1H-benzo[d]imidazole (14225-80-0)

Guidance literature:

With copper(l) iodide; ammonia; L-proline; sodium hydroxide; In water; dimethyl sulfoxide; for 2h; Inert atmosphere;

With acetic acid; In water; dimethyl sulfoxide; at 80 ℃; for 7h;

upstream raw materials:

2,5-dichlorobenzyl alcohol

1,2-diamino-benzene

2,5-dichloro-N-(2-iodophenyl)benzamide

2,5-dichlorobenzoyl chloride

Downstream raw materials:

methyl 2-(2-(2,5-dichlorophenyl)-1H-benzo[d]imidazol-1-yl)acetate

Refernces

• 1、 Kim, TaeHun,Yang, Ha Yun,Park, Beoung Gun,Jung, Seo Yun,Park, Jong-Hyun,Park, Ki Duk,Min, Sun-Joon,Tae, Jinsung,Yang, Hyejin,Cho, Suengmok,Cho, Sung Jin,Song, Hyundong,Mook-Jung, Inhee,Lee, Jiyoun,Pae, Ae Nim. "Discovery of benzimidazole derivatives as modulators of mitochondrial function: A potential treatment for Alzheimer's disease". supporting information. p. 1172 - 1192. Retrieved 2016/11/23.
• 2、 Raghavendra, Goravanahalli M.,Ramesha, Ajjahalli B.,Revanna, Cigalli N.,Nandeesh, Kebbahalli N.,Mantelingu, Kempegowda,Rangappa, Kanchugarakoppal S.. "One-pot tandem approach for the synthesis of benzimidazoles and benzothiazoles from alcohols". experimental part. p. 5571 - 5574. Retrieved 2011/11/06.