67370-32-5

Basic information

• Product Name: 2-(3,4-Dichlorophenyl)-1H-benzimidazole
• Synonyms: 2-(3,4-Dichlorophenyl)-1H-benzimidazole;2-(3,4-DICHLOROPHENYL)-1H-BENZO[D]IMIDAZOLE;2-(3,4-Dichloro-phenyl)-1H-benzoimidazole
• CAS NO: 67370-32-5
• Molecular Formula: C₁₃H₈Cl₂N₂
• Molecular Weight: 263.12
• Mol File: 67370-32-5.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 455°C at 760 mmHg
• Flash Point: 261.4°C
• Appearance: /
• Density: 1.427g/cm³
• Vapor Pressure: 1.83E-08mmHg at 25°C
• Refractive Index: 1.697
• CAS DataBase Reference: 2-(3,4-Dichlorophenyl)-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-Dichlorophenyl)-1H-benzimidazole(67370-32-5)
• EPA Substance Registry System: 2-(3,4-Dichlorophenyl)-1H-benzimidazole(67370-32-5)

Safety Data

• Hazardous Substances Data: 67370-32-5(Hazardous Substances Data)

Usage

Chemical structure

A benzimidazole derivative with two chloride substituents attached to the phenyl ring

Potential uses

Anti-fungal and anti-bacterial agent, activity against cancer cells, treatment of skin conditions (allergic contact dermatitis, atopic dermatitis), fungicide in agriculture

Promise

Wide range of applications in the fields of medicine and agriculture

InChI:InChI=1/C13H8Cl2N2/c14-9-6-5-8(7-10(9)15)13-16-11-3-1-2-4-12(11)17-13/h1-7H,(H,16,17)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 18880-04-1 3,4-dichlorobenzyl bromide 
• 51-44-5 3,4-dichlorbenzoic acid 
• 2642-63-9 3',4'-dichloroacetophenone 
• 615-43-0 2-iodophenylamine 
• 102-49-8 3,4-dichlorobenzyl amine 
• 6287-38-3 3,4-dichlorobenzaldehyde 

Downstream Products

• 1609007-48-8 (E)-1-(2-(3,4-dichlorophenyl)-1H-benzo[d]imidazol-1-yl)-3-phenylprop-2-en-1-one 
• 1428958-95-5 2-(3,4-dichloro-phenyl)-1-(2-methanesulfonyl-pyrimidin-4-yl)-1H-benzoimidazole 
• 1428958-91-1 2-(3,4-dichloro-phenyl)-1-(2-methylsulfanyl-pyrimidin-4-yl)-1H-benzoimidazole 
• 1428959-05-0 {4-[2-(3,4-dichloro-phenyl)-benzoimidazol-1-yl]-pyrimidin-2-yl}-(tetrahydro-pyran-4-yl)-amine 
• 1081111-16-1 2-(3,4-dichlorophenyl)-1-{3-[4-(3-acetylaminophenyl)piperidin-1-yl]propyl}-1H-benzimidazole 

Relevant articles and documents

Solvent-dependent metal-free chemoselective synthesis of benzimidazoles and 1,3,5-triarylbenzenes from 2-amino anilines and aryl alkyl ketones catalyzed by I2

A solvent-dependent I2-catalyzed chemoselective reaction was developed for the synthesis of benzimidazoles and 1,3,5-triarylbenzenes via the annulation of 2-amino anilines and aryl alkyl ketones or the cyclization of aryl alkyl ketones, respectively. With 1,4-dioxane as the solvent, sequential C[sbnd]N bond formation followed by C(CO)-C(CH3) bond cleavage leads to the formation of benzimidazoles in a highly selective manner while aldol-type self-condensation of aryl alkyl ketones predominates using PhNO2 or PhCl as the solvent to afford 1,3,5-triarylbenzenes.

Nanoporous Cu doped ZnS nanoparticles an efficient photo catalyst for the chemoselective synthesis of 2-substituted azoles via C-N arylation/ CSp3– H oxidation/ cyclization/dehydration sequence in visible light

ZnS and Cu:ZnS nanoparticles were prepared by aqueous chemical method and characterized by several analytical tools. Nanoparticles have an average size of about ～ 18 nm and possess highly open mesopores, moderate surface area, and uniform morphology. UV–vis spectra designate that doping of Cu shifted the optical response of the ZnS nanoparticles in to a visible region. These Cu:ZnS nanoparticles were employed as a photocatalyst for chemoselective synthesis of 2-substituted azoles by the reaction of benzyl bromides and 1,2-Diaminobenzene or 2-Mercaptoaniline in visible light. Analogous experiments confirmed that the reaction were proceeds through one pot C–N arylation/ CSp3– H oxidation/ cyclization/dehydration sequence. The enhanced catalytic activity by doping could be attributed to the presence of trapping level generated by copper doping which augments the relaxation time of electron and holes so that they are easily available for the reaction. The method was also applicable for the synthesis of quinazolin-4(3H)-ones.

Trichloroisocyanuric Acid/Triphenylphosphine-Mediated Synthesis of Benzimidazoles, Benzoxazoles, and Benzothiazoles

A new and efficient method for preparation of benzimidazoles, benzoxazoles, and benzothiazoles from reactions of different carboxylic acids with o-phenylenediamine, o-aminophenol, and o-aminothiophenol in the presence of triphenylphosphine/trichloroisocyanuric acid system is presented. The desired products have been characterised on the basis of spectral (infrared, NMR, mass spectrometry) data, and the mechanism of their formation is proposed. The remarkable advantages are the inexpensive and readily available reagent, simple procedure, mild conditions, and good-to-excellent yields.