4887-91-6

Usage

Uses

Used in Organic Chemistry:
1H-Benzimidazole,5-chloro-2-propyl-(9CI) is used as a building block for the synthesis of other chemical compounds, leveraging its structural features to create novel molecules with specific properties.
Used in Pharmaceutical Development:
1H-Benzimidazole,5-chloro-2-propyl-(9CI) is used as a starting material for the development of new pharmaceutical agents with targeted effects on specific biological processes, due to its potential to interact with biological systems and exhibit various biological activities.
Used in Research Applications:
1H-Benzimidazole,5-chloro-2-propyl-(9CI) may have other research applications where its unique chemical structure can be harnessed for specific purposes, such as studying its interactions with biological systems or exploring its potential in drug discovery and development.

Upstream product

• 86569-48-4 N-(2-Amino-4-chloro-phenyl)-butyramide 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 109-73-9 N-butylamine 
• 123-72-8 butyraldehyde 
• 111-92-2 dibutylamine 
• 33141-10-5 5-chloro-2-<(2-hydroxyethyl)amino>aniline 
• 71-36-3 butan-1-ol 
• 59320-13-7 2-(4-chloro-2-nitrophenylamino)ethanol 
• 86569-52-0 N-(4-Chloro-2-nitro-phenyl)-butyramide 

Relevant academic research and scientific papers

Oxone-mediated annulation of 2-aminobenzamides and 1,2-diaminobenzenes with: Sec -amines via imine- N -oxides: New syntheses of 2,3-dihydroquinazolin-4(1 H)-ones and 1 H -benzimidazoles

An efficient and mild method for the preparation of 2,3-dihydroquinazolin-4(1H)-ones and 1H-benzimidazoles by the oxone-mediated reaction of sec-amines via imine-N-oxides with 2-amino-N-substituted benzamides and 1,2-diaminobenzenes respectively in THF-wa

Magnetically separable MnFe2O4 nano-material: An efficient and reusable heterogeneous catalyst for the synthesis of 2-substituted benzimidazoles and the extended synthesis of quinoxalines at room temperature under aerobic conditions

A simple and efficient protocol has been developed for the synthesis of biologically relevant 2-substituted benzimidazoles and quinoxalines using magnetically separable manganese ferrite (MnFe2O4) nanopowder for the first time as a reusable heterogeneous catalyst at room temperature under aerobic conditions. MnFe2O4 nanoparticles were prepared by a simple sol-gel method using starch as a bio-polymeric matrix, and characterized by XRD, TEM, EDAX and VSM analyses. The Royal Society of Chemistry 2013.

A general approach to substituted benzimidazoles and benzoxazoles via heterogeneous palladium-catalyzed hydrogen-transfer with primary amines

The synthesis of benzimidazoles starting from o-phenylenediamines and amines in the presence of palladium on charcoal as catalyst is reported. Under microwave dielectric heating it is possible to use a tertiary, a secondary, and even a primary amine as the substrate for a palladium-mediated process to get 2-substituted or 1,2-disubstituted benzimidazoles, depending on the nature of the o-phenylenediamine employed. Primary amines are the most suitable reagents for the atom economy of the overall process that resulted to be general as several different substituted benzimidazoles were obtained in good yield. Benzoxazoles can be also prepared starting from primary amines and o-aminophenol. The reaction is also highly selective as no (poly)-alkylated phenylenediamines or cross-contaminated benzimidazoles are obtained starting from N-monoalkylphenylenediamines. This behavior was interpreted as a scarce aptitude to dehydrogenation of the methylene bonded to the aromatic NH of N-alkylarylamines. The experiments carried out consent to draw an almost complete picture of the reaction pathways occurring during the process. The catalyst can be recycled several times and, although far from optimal performances, catalyst TON=90 is encouraging for further large-scale optimization protocols. In addition, the palladium on charcoal-catalyzed microwave-assisted reaction of o-phenylenediamine gives de-alkylation of tertiary amines and transformation into the secondary ones. Copyright

A general approach to substituted benzimidazoles and benzoxazoles via heterogeneous palladium-catalyzed hydrogen-transfer with primary amines

The synthesis of benzimidazoles starting from o-phenylenediamines and amines in the presence of palladium on charcoal as catalyst is reported. Under microwave dielectric heating it is possible to use a tertiary, a secondary, and even a primary amine as the substrate for a palladium-mediated process to get 2-substituted or 1,2-disubstituted benzimidazoles, depending on the nature of the o-phenylenediamine employed. Primary amines are the most suitable reagents for the atom economy of the overall process that resulted to be general as several different substituted benzimidazoles were obtained in good yield. Benzoxazoles can be also prepared starting from primary amines and o-aminophenol. The reaction is also highly selective as no (poly)-alkylated phenylenediamines or cross-contaminated benzimidazoles are obtained starting from N-monoalkylphenylenediamines. This behavior was interpreted as a scarce aptitude to dehydrogenation of the methylene bonded to the aromatic NH of N-alkylarylamines. The experiments carried out consent to draw an almost complete picture of the reaction pathways occurring during the process. The catalyst can be recycled several times and, although far from optimal performances, catalyst TON=90 is encouraging for further large-scale optimization protocols. In addition, the palladium on charcoal-catalyzed microwave-assisted reaction of o-phenylenediamine gives de-alkylation of tertiary amines and transformation into the secondary ones. Copyright

An easy one-step photocatalytic synthesis of 1-aryl-2-alkylbenzimidazoles by platinum loaded TiO2 nanoparticles under UV and solar light

One-pot synthesis of disubstituted benzimidazoles from N-substituted 2-nitroanilines or 1,2-diamines with 3-12 nm-sized platinum particles loaded on the TiO2 using solar and UV-A light is described. 1-Aryl-2-alkylbenzimidazoles from 2-nitrodiphenylamines are formed by combined redox photocatalytic reaction, condensation and catalytic dehydrogenation on Pt-TiO2. In case of diamines, this reaction is proceeded by Pt-TiO2 assisted photocatalytic oxidation of an alcohol and a catalytic dehydrogenation of the intermediate on the surface of platinum nanoparticles. In both cases product formation was achieved by tandem photocatalytic and catalytic reactions on Pt-TiO2.

Ag-TiO2/clay composite photocatalyst for the oxidation-cyclization of 1,2-diamine compounds with propylene glycol or alcohols

Silver-loaded TiO2 (Ag-TiO2) and acidic clay (K10 montmorillonite) composite photocatalyst has been successfully applied for the light-induced conversion of o-phenylenediamine (OPD) and its derivatives to substituted benzimidazoles with various alcohols in acetonitrile using UV-A and solar light. The influence of the various photocatalysts, solvents, and substituents on the yield and selectivity of the products has been investigated. The mechanism of photocatalysis is proposed. Loading silver on TiO2 enhances product yield and selectivity both in UV and solar light. In the presence of primary alcohols, 2-aminothiophenol forms only disulfide and hence Ag-TiO2/ clay can be used as a green catalyst for the synthesis of disulfides.

SYNTHESIS AND PESTICIDAL ACTIVITY OF N,N'-DIACYL DERIVATIVES OF 4-CHLORO-1,2-PHENYLENDIAMINE

The acylation of 2-aminoacyl-chloroanilines with acid anhydrides has given N,N'-diacyl derivatives of 4-chloro-1,2-phenylenediamine.Their fungicidal activities have been investigated.It has been shown that in cotton plants they are converted into 2-alkyl-5-chlorobenzimidazoles.