7118-63-0

Basic information

• Product Name: 1H-Benzimidazole, 5-chloro-2-(phenylmethyl)-
• CAS NO: 7118-63-0
• Molecular Formula: C14H11ClN2
• Molecular Weight: 242.708
• Mol File: 7118-63-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazole, 5-chloro-2-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole, 5-chloro-2-(phenylmethyl)-(7118-63-0)
• EPA Substance Registry System: 1H-Benzimidazole, 5-chloro-2-(phenylmethyl)-(7118-63-0)

Safety Data

• Hazardous Substances Data: 7118-63-0(Hazardous Substances Data)

Usage

General Description

1H-Benzimidazole, 5-chloro-2-(phenylmethyl)- is a chemical compound that consists of a benzene ring fused to an imidazole ring, with a chlorine atom and a phenylmethyl group attached to different positions on the benzimidazole ring. It is used in pharmaceutical research as a potential drug candidate due to its structural similarity to certain biologically active compounds. This chemical may have potential applications in the development of new medications for various therapeutic purposes, such as antiviral, antibacterial, or antifungal agents. Additionally, it may also be utilized in other areas, such as in material science or chemical synthesis, given its unique chemical structure and potential reactivity.

Upstream product

• 156-06-9 2-oxo-3-(phenyl)propionic acid 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 1016503-51-7 C₁₄H₁₃ClN₂O 
• 71-43-2 benzene 
• 6953-65-7 (5-chloro-1H-benzo [d]imidazol-2-yl)methanol 
• 5442-34-2 ethyl 2-phenylacetimidate hydrochloride 
• 7118-58-3 N-(p-chlorophenyl)phenylacetamidine 

Downstream Products

• 91709-07-8 N-<(2,4-dinitrophenyl)thio>-2-benzyl-5-chlorobenzimidazole 

Relevant articles and documents

Reactions of 2-carbonyl- And 2-hydroxy(or methoxy)alkylsubstituted benzimidazoles with arenes in the superacid CF3SO3H. NMR and DFT studies of dicationic electrophilic species

Reactions of 2-carbonyl- and 2-hydroxy(or methoxy)alkylbenzimidazoles with arenes in the Br?nsted superacid TfOH resulted in the formation of the corresponding Friedel-Crafts reaction products, 2-diarylmethyl and 2-arylmethyl-substituted benzimidazoles, in yields up to 90%. The reaction intermediates, protonated species derived from starting benzimidazoles in TfOH, were thoroughly studied by means of NMR and DFT calculations and plausible reaction mechanisms are discussed.

Assembly of substituted 1H-benzimidazoles and 1,3-dihydrobenzimidazol-2- ones via CuI/L-proline catalyzed coupling of aqueous ammonia with 2-iodoacetanilides and 2-iodophenylcarbamates

(Chemical Equation Presented) CuI/L-proline catalyzed coupling of aqueous ammonia with 2-iodoacetanilides and 2-iodophenylcarbamates affords the aryl amination products at room temperature, which undergo in situ additive cyclization under acidic conditions or heating to give substituted 1H-benzimidazoles and 1,3-dihydrobenzimidazol-2-ones, respectively. A wide range of functional groups including ketone, nitro, iodo, bromo, and ester are tolerated under these reaction conditions, providing these heterocycles with great diversity.

Syntheses of condensed imidazoles by lead tetraacetate oxidation of amidines

2-Phenylbenzimidazoles, 2-benzylbenzimidazoles, 2-phenyl-1H-naphtholimidazole, and 2-benzyl-1H-naphtholimidazole have been synthesized in excellent yields (77-98percent) by lead tetraacetate oxidation of suitable N-arylbenzimides, N-arylphenylacetamidines, N-α-naphthylbenzimidine, and N-α-naphthylphenylacetamidine respectively.The mechanism of nitrene insertation and intramolecular competitive nitrene insertation leading to these heterocycles has also been discussed.