708978-04-5

Basic information

• Product Name: 4,6-dichloro-2-phenyl-1H-benzimidazole
• Synonyms: 4,6-dichloro-2-phenyl-1H-benzimidazole
• CAS NO: 708978-04-5
• Molecular Weight: 263.126
• Mol File: 708978-04-5.mol

Chemical Properties

• CAS DataBase Reference: 4,6-dichloro-2-phenyl-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-dichloro-2-phenyl-1H-benzimidazole(708978-04-5)
• EPA Substance Registry System: 4,6-dichloro-2-phenyl-1H-benzimidazole(708978-04-5)

Safety Data

• Hazardous Substances Data: 708978-04-5(Hazardous Substances Data)

Upstream product

• 100-46-9 benzylamine 
• 5233-04-5 3,5-dichloro-1,2-phenylenediamine 
• 28689-08-9 1,5-dichloro-2,3-dinitrobenzene 
• 707-07-3 orthobenzoic acid trimethyl ester 

Relevant articles and documents

2-Phenyl-1H-benzimidazole derivative and its application

The present invention belongs to the field of organic chemistry technology, specifically relates to a 2-phenyl-1H- benzimidazole derivative and its applications, the general structural formula as shown in formula (I): wherein R1, R2, R3, R4 are independently selected from hydrogen, halogen, hydroxyl, nitro or alkoxy; R5, R6, R7 Independently selected from hydrogen, hydroxyl or halogen, respectively; the small molecules of the present invention have a significant binding effect with the FTO protein, inhibiting the activity of FTO demethylase, showing good inhibitory activity on leukemia cells and inhibiting the function of renal transparent cell carcinoma.

Catalytic Oxidative Coupling of Primary Amines under Air: A Flexible Route to Benzimidazole Derivatives

Benzimidazoles are of fundamental importance in chemistry and biology, and the development of efficient, environmentally benign methods for their preparation remains a key challenge for organic chemists. In a biomimetic approach inspired by copper amine oxidases, we disclose herein the scope and factors influencing the success of the cooperative action of CuBr2 as electron-transfer mediator and a topaquinone-like substrate-selective catalyst in the oxidative cyclocondensation of primary amines with o-aminoanilines. This one-pot atom-economic multistep process, which works under green conditions with ambient air as the terminal oxidant, low loadings of catalyst, and equimolar amounts of commercially available amine substrates, is particularly suitable for the preparation of 1,2-disubstituted benzimidazoles. Furthermore, it allows the functionalization of nonactivated primary aliphatic amines, which are known to be challenging substrates for non-enzymatic catalytic aerobic systems.

Indium-mediated one-pot benzimidazole synthesis from 2-nitroanilines or 1,2-dinitroarenes with orthoesters

One-pot reduction-triggered heterocyclizations from 2-nitroanilines or 1,2-dinitroarenes to benzimidazoles were investigated in this study. In the presence of indium/AcOH in ethyl acetate at reflux, reaction of 2-nitroanilines or 1,2-dinitroarenes with R-C(OMe)3 (R=Me, Ph) produced excellent yields of the corresponding benzimidazoles within 30 min to 6 h depending on the substituents of the starting materials. Indium-mediated heterocyclization of 2-nitroanilines to benzimidazole was faster and had better yields than 1,2-dinitroarenes to benzimidazole under similar reaction conditions.