26972-40-7

Basic information

• Product Name: 1H-Benzimidazole,1-ethenyl-(9CI)
• Synonyms: 1H-Benzimidazole,1-ethenyl-(9CI)
• CAS NO: 26972-40-7
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.17322
• Product Categories: BENZIMIDAZOLE
• Mol File: 26972-40-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Benzimidazole,1-ethenyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,1-ethenyl-(9CI)(26972-40-7)
• EPA Substance Registry System: 1H-Benzimidazole,1-ethenyl-(9CI)(26972-40-7)

Safety Data

• Hazardous Substances Data: 26972-40-7(Hazardous Substances Data)

Usage

Structure

A benzimidazole derivative with an ethenyl group attached to the nitrogen atom

Type

A chemical compound

Biological activities

Diverse, including anti-parasitic, anti-fungal, and anti-cancer properties

Potential applications

Organic synthesis, medicinal chemistry, development of new drugs and materials

Reasons for interest

The ethenyl group may confer additional reactivity and properties that could be explored for various applications

Further research

Needed to fully understand the potential of 1H-Benzimidazole,1-ethenyl-(9CI) in various fields

Upstream product

• 51-17-2 benzoimidazole 
• 74-86-2 acetylene 
• 861784-06-7 2-(benzoimidazol-1-yl)-ethyliodide 
• 124-41-4 sodium methylate 
• 108-05-4 vinyl acetate 
• 107-06-2 1,2-dichloro-ethane 
• 106-93-4 ethylene dibromide 
• 1452-77-3 pyridine-2-carboxylic acid amide 
• 2768-02-7 (vinyl)trimethoxylsilane 
• 22492-19-9 1-(2-chloroethyl)-1H-benzo[d]imidazole 

Downstream Products

• 118482-08-9 1-vinylbenzimidazole-2-carboxaldehyde 
• 1289679-22-6 bis[2-(4-tert-butylphen)ethyl]-[2-(1H-benzimidazolyl)ethyl]phosphane 
• 1289679-29-3 bis(2-phenethyl)-[2-(1H-benzimidazolyl)ethyl]phosphane oxide 
• 1289679-16-8 bis(2-phenethyl)-[2-(1H-benzimidazolyl)ethyl]phosphane 
• 1319805-23-6 [2-(1H-benzo[d]imidazol-1-yl)ethyl]diphenethylphosphine selenide 
• 1319805-26-9 C₃₃H₄₃N₂PSe 
• 1319805-28-1 [2-(1H-benzo[d]imidazol-1-yl)ethyl]diphenylphosphine selenide 
• 1319805-21-4 bis(2-phenethyl)[2-(1H-1,3-benzimidazolyl)ethyl]phosphine sulfide 
• 1451090-49-5 3-(diethoxymethyl)-4-phenylbenzo[4,5]imidazo[1,2-α]pyridine 
• 1451090-50-8 4-(diethoxymethyl)-3-phenylbenzo[4,5]imidazo[1,2-α]pyridine 
• 1451090-51-9 ethyl 3-phenylbenzo[4,5]imidazo[1,2-α]pyridine-4-carboxylate 
• 1451090-52-0 diethyl (3-phenylbenzo[4,5]imidazo[1,2-α]pyridin-4-yl)phosphonate 
• 1451090-53-1 (E)-ethyl 3-(3-phenylbenzo[4,5]imidazo[1,2-α]pyridin-4-yl)acrylate 
• 1451090-54-2 (E)-ethyl 3-(4-phenylbenzo[4,5]imidazo[1,2-α]pyridin-3-yl)acrylate 

Relevant articles and documents

Phosphine-Catalyzed Vinylation at Low Acetylene Pressure

The vinylation of various nucleophiles with acetylene at a maximum pressure of 1.5 bar is achieved by organocatalysis with easily accessible phosphines like tri-n-butylphosphine. A detailed mechanistic investigation by quantum-chemical and experimental methods supports a nucleophilic activation of acetylene by the phosphine catalyst. At 140 °C and typically 5 mol % catalyst loading, cyclic amides, oxazolidinones, ureas, unsaturated cyclic amines, and alcohols were successfully vinylated. Furthermore, the in situ generation of a vinyl phosphonium species can also be utilized in Wittig-type functionalization of aldehydes.

Direct N- and C-vinylation with trimethoxyvinylsilane

Treatment of nucleobases, nucleosides, 5-membered N-heterocycles and terminal alkynes with trimethoxyvinylsilane in the presence of copper(II) acetate-TBAF system as catalyst affords the vinylation products.

Solvent-free copper/iron co-catalyzed N-arylation reactions of nitrogen-containing heterocycles with trimethoxysilanes in air

A solvent-free copper/iron-catalyzed N-arylation of nitrogen-containing heterocycles with trimethoxysilanes method for the formation of C-N bonds has been developed. In the presence of Cu, FeCl3, TBAF, and air, a variety of nitrogen-containing heterocycles including imidazoles and triazoles were coupled with aryltrimethoxysilanes and vinyltrimethoxysilane to afford the corresponding products in moderate to excellent yields. It is noteworthy that the reaction is conducted under solvent-free and relatively low Cu/FeCl3 loadings conditions.

Synthesis of vinyl monomers with active azaaromatic groups. Phase-transfer catalytic approach

An efficient method based on the alkylation-elimination reactions under solid-liquid phase transfer-catalysis conditions (S/L PTC) is reported for the preparation of N-vinyl derivatives of azaheterocyclic compounds.

PHASE TRANSFER CATALYSIS WITHOUT SOLVENT. SYNTHESIS OF BISAZOLYLALKANES

The reaction of azoles and benzazoles with dihalomethanes and dihaloethanes was performed in the absence of solvent.This method provides a general procedure for the synthesis of bisazolylmethanes and ethanes.No solvent was used during the reaction and, when possible, during the work-up.

6-beta(substituted)-(S)-hydroxymethylpenicillanic acids and derivatives thereof

Antibacterial penicillins of the formula STR1 or a pharmaceutically acceptable salt thereof wherein R1 is a heterocyclic group and R is hydrogen, the residue of certian carboxy protecting groups or the residue of an ester group readily hydrolyzable in vivo having activity against resistant organisms.

Synthesis and Physicochemical Studies on 1,2-Bisazolylethanes

Twenty symmetrical and asymmetrical 1,2-bisazolylethanes have been obtained from azoles and 1,2-dibromoethane or 1-chloro-2-(pyrazol-1-yl)ethane by phase transfer catalysis (PTC).The 1H and 13C nmr properties are reported and the chemical shifts of the ethylene carbon atoms discussed using an additive model.

VINYLATION OF BENZIMIDAZOLE IN PRESENCE OF COPPER(II) SALTS AND REDUCING AGENTS.

The authors investigated vinylation of BIM (Benzimidazole) under pressure in conditions ensuring increase of the catalyst concentration during the reaction. Copper(I) salts were chosen as catalysts, as they are the most active in vinylation of BIM and, most importantly, they can be easily obtained by reduction of copper(II) salts. It was found in a study of vinylation of benzimidazole in presence of copper(II) salts and 3-(2 prime -hydroxyethyl)oxazolidine that the newly found catalytic systems are superior in activity to the widely used catalyst, copper(I) chloride. The results of the investigations demonstrate the possibilities of searches for new catalytic systems of this type.