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Usage

Uses

1. Used in Chemical Synthesis:
1H-Benzimidazole-1-carbonitrile(9CI) is used as a key intermediate in the synthesis of various organic compounds, such as alkyl benzimidazole-1-carboximidates and 1H-benzimidazole-1-carbohydrazonamide. It is used as a starting material for these compounds by reacting with aliphatic alcohols and an excess of hydrazine, respectively.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1H-Benzimidazole-1-carbonitrile(9CI) serves as an important building block for the development of new drugs. Its unique chemical structure allows for the creation of a wide range of bioactive molecules with potential therapeutic applications.
3. Used in Electrophilic Cyanation Reactions:
1H-Benzimidazole-1-carbonitrile(9CI) is used as an electrophilic cyanating reagent in cyanation reactions, including those involving aryl and heteroaryl Grignard reagents. This application is crucial for the synthesis of various organic compounds with cyano groups, which are essential in the development of new materials and pharmaceuticals.
4. Used in Material Science:
In the field of material science, 1H-Benzimidazole-1-carbonitrile(9CI) can be utilized in the development of novel materials with specific properties, such as conductivity, magnetism, or optical characteristics. Its unique structure and reactivity make it a valuable component in the design and synthesis of advanced materials.

Upstream product

• 51-17-2 benzoimidazole 
• 506-68-3 bromocyane 
• 234-77-5 tetrazolo<1,5-c>quinazoline 
• 235-27-8 tetrazolo[1,5-a]quinoxaline 

Downstream Products

• 18773-95-0 1-acetylbenzimidazole 
• 51-17-2 benzoimidazole 
• 1240350-62-2 4-[1H-benzimidazol-1-yl(imino)methyl]-N,N-dimethylaniline 
• 24434-84-2 benzo[b]thiophene-3-carbonitrile 
• 100-54-9 pyridine-3-carbonitrile 
• 3435-51-6 4-ethenylbenzonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 455-18-5 4-CF₃C₆H₄CN 
• 22445-42-7 3,5-dimethylbenzonitrile 
• 2571-52-0 cyanomesitylene 
• 67886-70-8 2-cyano-6-methoxynaphthalene 
• 86-53-3 1-Cyanonaphthalene 
• 104-85-8 para-methylbenzonitrile 
• 108-88-3 toluene 

Relevant academic research and scientific papers

2-quinoxalinylnitrenes and 4-quinazolinylnitrenes: Rearrangement to cyclic and acyclic carbodiimides and ring-opening to nitrile ylides

This work was undertaken with the aim to obtain direct evidence for the interrelationships between hetarylnitrenes, their ring-expanded cyclic carbodiimide isomers, and ring-opened nitrile ylides. Tetrazolo[1,5-a] quinoxaline 11T and tetrazolo[5.1-c]quina

A convenient synthesis of benzonitriles via electrophilic cyanation with N-cyanobenzimidazole

(Chemical Equation Presented) Couplings: N-Cyanobenzimidazole has been used in the synthesis of aryl- and heteroarylnitriles from the corresponding Grignard reagents (see scheme). This electrophilic cyanation is further extended to the synthesis of 2-cyano1,1'-biaryls through a domino Grignard-coupling/ cyanation strategy.

Quantitative gas-solid reactions with ClCN and BrCN: Synthesis of cyanamides, cyanates, thiocyanates, and their derivatives

Gas-solid reaction techniques allow quantitative cyanations with ClCN and BrCN. Three primary and four secondary cyanamides, a cyanimide, four cyanates, and four thiocyanates were all prepared as solids in 100% yield from solid anilines, benzimidazoles, imides, phenolates, and thiolates, respectively. Intramolecular solid-state reactions of cyanated o-aminophenol and of cyanated hydrazides gave heterocyclic compounds. When comparable reactions were performed in solution the reported product yields were considerably less than 100% in all cases. The reasons for the success of the environmentally benign solid-state syntheses are discussed in terms of phase rebuilding, phase transformation, and crystal disintegration. Atomic force microscopy (AFM) of selected systems indicates the occurrence of long-range molecular movements which are governed by the crystal packing. This is evident from the obvious correlations between the molecular movements and the known crystal packing data. A new type of geometric surface feature, a rectangular and a rhombic depression which resembles a swimming-pool basin, was found in the cyanation of o-aminophenol and benzohydrazide.

Synthesis of N-Cyanoazoles

1-Cyanoimidazole, 1-cyano-2-methylimidazole, 1-cyanobenzimidazole, and 1-cyano-1,2,4-triazole were prepared by reaction of corresponding azoles with cyanogen bromide.Reactions of cyanogen bromide with sodium benzotriazolide and sodium pyridin-2-olate yield 1-cyanobenzotriazole and 2-cyanatopyridine.