2-(1H-benzimidazol-1-yl)benzonitrile

Base Information

• Chemical Name: 2-(1H-benzimidazol-1-yl)benzonitrile
• CAS No.: 25699-93-8
• Molecular Formula: C14H9N3
• Molecular Weight: 219.246
• DSSTox Substance ID: DTXSID30416155
• Nikkaji Number: J2.135.498H
• Wikidata: Q82225334
• ChEMBL ID: CHEMBL359358
• Mol file: 25699-93-8.mol

Synonyms:25699-93-8;2-(1H-benzimidazol-1-yl)benzonitrile;Benzonitrile, 2-(1H-benzimidazol-1-yl)-;2-(1H-1,3-benzodiazol-1-yl)benzonitrile;2-(1H-benzo[d]imidazol-1-yl)benzonitrile;2-(benzimidazol-1-yl)benzonitrile;1-Phenylbenzimidazole deriv. 23;SBB025753;SCHEMBL840022;BDBM3806;CHEMBL359358;DTXSID30416155;OENXQLAWUPRDQB-UHFFFAOYSA-N;MFCD09834175;STK352681;1-(2-Cyanophenyl)-1H-benzoimidazole;AKOS000261998;CS-0336163

Chemical Property of 2-(1H-benzimidazol-1-yl)benzonitrile

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 219.079647300
• Heavy Atom Count: 17
• Complexity: 319

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#N)N2C=NC3=CC=CC=C32

Technology Process of 2-(1H-benzimidazol-1-yl)benzonitrile

There total 5 articles about 2-(1H-benzimidazol-1-yl)benzonitrile 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: 93.0%

benzoimidazole (51-17-2,79351-71-6) + o-cyanophenylboronic acid-1,3-propylene glycol ester (172732-52-4) → salicylonitrile (611-20-1) + benzonitrile (100-47-0) + 2-(1H-benzo[d]imidazol-1-yl)benzonitrile (25699-93-8)

Guidance literature:

With pyridine; water; copper diacetate; In N,N-dimethyl-formamide; at 30 ℃; for 24h; Further Variations:; Reaction partners; amount of water; Kinetics; Product distribution;

DOI:10.1002/adsc.200404193

Reference yield: 82.0%

benzoimidazole (51-17-2,79351-71-6) + 2-Chlorobenzonitrile (873-32-5) → 2-(1H-benzo[d]imidazol-1-yl)benzonitrile (25699-93-8)

Guidance literature:

With potassium carbonate; bis(μ-iodo)bis[(-)-sparteine]dicopper(I); In dimethyl sulfoxide; at 125 ℃; for 16h;

DOI:10.1016/j.tet.2007.12.050

Reference yield: 76.0%

benzoimidazole (51-17-2,79351-71-6) + o-cyanobromobenzene (2042-37-7) → 2-(1H-benzo[d]imidazol-1-yl)benzonitrile (25699-93-8)

Guidance literature:

With potassium phosphate; copper; In dimethyl sulfoxide; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.06.019

upstream raw materials:

benzoimidazole

2-fluorobenzonitrile

o-cyanophenylboronic acid-1,3-propylene glycol ester

2-Chlorobenzonitrile

Downstream raw materials:

2-(2-bromo-1H-benzo[d]imidazol-1-yl)benzonitrile

2-(benzimidazol-1'-yl)benzoic acid

Refernces

• 1、 -. "METAL COMPLEXES OF CYCLOMETALLATED IMIDAZO[1,2-f]PHENANTHRIDINE AND DIIMIDAZO[1,2-A:1',2'-C]QUINAZOLINE LIGANDS AND ISOELECTRONIC AND BENZANNULATED ANALOGS THEREOF". Paragraph 0394; 0395; 0396; 0397; 0398. . Retrieved 2016/10/07.
• 2、 -. "Phosphorescent condensed ring carbene metal complexes for use in organic light emitting devices". . . Retrieved 2010/11/04.