2620-83-9

Basic information

• Product Name: 1-(4-Methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo[d]imidazole
• Synonyms: 1-(4-Methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo[d]imidazole;1-(4-Methoxy-benzyl)-2-(4-methoxy-phenyl)-1H-benzoimidazole
• CAS NO: 2620-83-9
• Molecular Formula: C₂₂H₂₀N₂O₂
• Molecular Weight: 344.4064
• Mol File: 2620-83-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(4-Methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo[d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo[d]imidazole(2620-83-9)
• EPA Substance Registry System: 1-(4-Methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo[d]imidazole(2620-83-9)

Safety Data

• Hazardous Substances Data: 2620-83-9(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 26 carbon (C) atoms, 24 hydrogen (H) atoms, 2 nitrogen (N) atoms, and 2 oxygen (O) atoms.
2. Heterocyclic compound

Explanation

A heterocyclic compound is a cyclic compound that contains atoms of at least two different elements, in this case, carbon, nitrogen, and oxygen.
3. Benzimidazole ring

Explanation

The compound contains a benzimidazole ring, which is a fused ring system consisting of a benzene ring and an imidazole ring.
4. Substitution with 4-methoxybenzyl group

Explanation

One of the benzene rings in the benzimidazole structure has a 4-methoxybenzyl group attached to it. This group consists of a benzyl group (a phenyl group attached to a methylene group) with a methoxy (-OCH3) substituent at the 4th position.
5. Substitution with 4-methoxyphenyl group

Explanation

The other benzene ring in the benzimidazole structure has a 4-methoxyphenyl group attached to it. This group is a phenyl group with a methoxy (-OCH3) substituent at the 4th position.
6. Potential applications in medicinal chemistry and drug design

Explanation

Due to its structural features and potential biological activities, the compound may have applications in the development of new drugs and therapeutic agents.
7. Further research needed

Explanation

More research is required to explore the pharmacological properties and potential uses of 1-(4-Methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo[d]imidazole in the pharmaceutical industry, as its exact biological activities and therapeutic potential are not yet fully understood.

Upstream product

• 64-17-5 ethanol 
• 7732-18-5 water 
• 39145-59-0 o-phenylenediamine hydrochloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 88-74-4 2-nitro-aniline 
• 105-13-5 4-Methoxybenzyl alcohol 
• 74661-51-1 N,N'-bis-(4-methoxy-benzylidene)-benzene-1,2-diamine 
• 3261-60-7 N-(4-methoxybenzylidene)-4-methoxybenzylamine 
• 1493-27-2 ortho-nitrofluorobenzene 
• 17061-62-0 N,N-bis(p-methoxybenzyl)amine 
• 2393-23-9 4-methoxy-benzylamine 
• 35388-38-6 2-(4-methoxyphenyl)-1-nitro-1-ethoxycarbonylethene 
• 2749-97-5 4-methoxylphenylallene 

Downstream Products

• 1300731-32-1 Hg(1-(p-methoxybenzyl)-2-(p-methoxyphenyl)benzimidazole)2Cl₂ 
• 1300731-29-6 Zn(1-(p-methoxybenzyl)-2-(p-methoxyphenyl)benzimidazole)2Cl₂ 
• 1300731-33-2 Hg(1-(p-methoxybenzyl)-2-(p-methoxyphenyl)benzimidazole)2Br₂ 
• 1300731-30-9 Zn(1-(p-methoxybenzyl)-2-(p-methoxyphenyl)benzimidazole)2Br₂ 
• 1300731-31-0 Cd(1-(p-methoxybenzyl)-2-(p-methoxyphenyl)benzimidazole)2Cl₂ 

Relevant articles and documents

Copper(II) complexes with a benzimidazole functionalized Schiff base: Synthesis, crystal structures, and role of ancillary ions in phenoxazinone synthase activity

This research study reports the synthesis, structural characterization and phenoxazinone synthase-like activity of two structurally similar copper(II) complexes developed with a benzimidazole functionalized Schiff base (L). The ligand, L, was designed and

Antioxidant benzimidazole bind bovine serum albumin

1-(4-Methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo[d]imidazole (MBMPB) was synthesized and characterized by 1H NMR, 13C NMR, Mass and IR spectral analysis. The mutual interaction of MBMPB with bovine serum albumin (BSA) was investigate

Chemoselective reduction of nitroaromatics using recyclable alumina-supported nickel nanoparticles in aqueous medium—exploration to one pot synthesis of benzimidazoles

An economical and eco-compatible synthetic protocol for chemoselective and regioselective reduction of nitroaromatics in water has been achieved using easily accessible alumina-supported nickel nanoparticles as a stable recyclable heterogeneous catalyst. Various sensitive substituents like allyloxy, benzyloxy, t-butyldimethylsilyloxy, hydroxymethyl, alkoxycarbonyl, formyl, keto, carboxylic acid, chloro, bromo, azo and cyano were tolerated in the aforesaid protocol. This method has been extended for the construction of imidazole derivatives through one-pot reductive condensation of 2-nitroaniline with diversely substituted benzaldehydes. Some of the synthesized imidazoles have been used as antibacterial, antiplatelet and antithrombotic agents.

Nickel catalyzed sustainable synthesis of benzazoles and purines: Via acceptorless dehydrogenative coupling and borrowing hydrogen approach

Herein we report nickel-catalyzed sustainable synthesis of a few chosen five-membered fused nitrogen heterocycles such as benzimidazole, purine, benzothiazole, and benzoxazole via acceptorless dehydrogenative functionalization of alcohols. Using a bench stable, easy to prepare, and inexpensive Ni(ii)-catalyst, [Ni(MeTAA)] (1a), featuring a tetraaza macrocyclic ligand (tetramethyltetraaza[14]annulene (MeTAA)), a wide variety of polysubstituted benzimidazole, purine, benzothiazole, and benzoxazole derivatives were prepared via dehydrogenative coupling of alcohols with 1,2-diaminobenzene, 4,5-diaminopyrimidine, 2-aminothiphenol, and 2-aminophenol, respectively. A wide array of benzimidazoles were also prepared via a borrowing hydrogen approach involving alcohols as hydrogen donors and 2-nitroanilines as hydrogen acceptors. A few control experiments were performed to understand the reaction mechanism.

Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles

In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.

Electrochemical Synthesis of Benzo[ d]imidazole via Intramolecular C(sp3)-H Amination

An electrochemical dehydrogenative amination for the synthesis of benzimidazoles was developed. This electrosynthesis method could address the limitations of the C(sp3)-H intramolecular amination synthesis reaction and provide novel access to obtain 1,2-disubstituted benzimidazoles without transition metals and oxidants. Under undivided electrolytic conditions, various benzimidazole derivatives could be synthesized, exhibiting functional group tolerance.

Heterogenizing a Homogeneous Nickel Catalyst Using Nanoconfined Strategy for Selective Synthesis of Mono- And 1,2-Disubstituted Benzimidazoles

A homogeneous Ni-phenanthroline catalyst was successfully immobilized into the cavities of a metal-organic framework, ZIF-8. The as-synthesized heterogeneous catalyst, Ni-Phen@ZIF, represents the first MOF based catalyst that enables dehydrogenative coupling of alcohols with aromatic diamines for selective synthesis of both mono- and 1,2-disubstituted benzimidazoles. The catalyst survived under harsh basic conditions, characterized by SEM, TEM, BET, PXRD, and EDX elemental mappings. The presence of the nanoconfined Ni-phenanthroline complex and the formation of extra Lewis acid sites during catalysis in the Ni-Phen@ZIF structure, confirmed by TPD analysis and kinetic experiments, might be responsible for higher activity and selectivity.

A pentanuclear Er (III) coordination cluster as a catalyst for selective synthesis of 1,2-disubstituted benzimidazoles

A new tridentate ligand (H3L) was prepared from the reaction of 6-formyl-2-(hydroxymethyl)-4-tert-butylphenol and 2-amino-4-nitrophenol. The ligand H3L and acetylacetone were treated with Er (NO3)3·5H2/sub

Water extract of onion catalyst: An economical green route for the synthesis of 2-substituted and 1,2-disubstituted benzimidazole derivatives with high selectivity

An efficient, environmental friendly and substrate controlled method of synthesis of 2-substituted benzimidazole derivatives 3 and 1,2-disubstituted benzimidazole derivatives 4 with high selectivity has been achieved from the reaction of o-phenylenediamine 1 and aldehydes 2 in the presence of water extract of onion and selecting suitable reaction medium. This method is widely applicable for variety of aldehydes such as aromatic/aliphatic/heterocyclic aldehydes and 1,2-diamines to afford 2-substituted benzimidazole derivatives 3 and 1,2-disubstituted benzimidazole derivatives 4 in good to excellent yields (up to 96%). The developed method of water extract of onion catalysis produced 2-substituted benzimidazoles 3 from aromatic aldehydes having electron-withdrawing groups, whereas aromatic aldehydes bearing electron donating groups selectively furnished 1,2-disubstituted benzimidazole 4 derivatives. The process described here has several advantages of cheap, low energy consumption, commercially available starting materials, operational simplicity and nontoxic catalyst. The use of water extract of onion makes this present methodology green and giving a useful contribution to the existing methods available for the preparation of benzimidazole derivatives. In addition, Hammett correlation of substituent constant (σ) vs percentage (%) yield has been established.

Facile Synthesis of 1,2-Disubstituted Benzimidazoles Usingp-Toluenesulfonic Acid through Grinding Method

Abstract: An efficient synthetic method for the highly selective synthesis ofpharmacologically active 1,2-disubstituted benzimidazole derivatives fromo-phenylenediamine and various aromaticaldehydes catalyzed by p-toluenesulfonic acidthrough grinding unde