29951-97-1

Basic information

• Product Name: 1H-Benzimidazole, 2-(2-azidophenyl)-
• CAS NO: 29951-97-1
• Molecular Formula: C13H9N5
• Molecular Weight: 235.248
• Mol File: 29951-97-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Benzimidazole, 2-(2-azidophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole, 2-(2-azidophenyl)-(29951-97-1)
• EPA Substance Registry System: 1H-Benzimidazole, 2-(2-azidophenyl)-(29951-97-1)

Safety Data

• Hazardous Substances Data: 29951-97-1(Hazardous Substances Data)

Usage

Chemical compound

1H-Benzimidazole, 2-(2-azidophenyl)is a chemical compound with a specific molecular structure and properties.

Benzimidazole derivative

It is a derivative of benzimidazole, a heterocyclic aromatic organic compound with a nitrogen-containing ring structure.

Nitrogen-containing azide group

The compound has an azide group (N3) attached to the phenyl ring, which is a nitrogen-containing functional group with potential reactivity.

Precursor in synthesis

1H-Benzimidazole, 2-(2-azidophenyl)is commonly used as a precursor in the synthesis of various organic compounds and materials, making it a building block for creating more complex molecules.

Potential applications

The compound has potential applications in the field of organic chemistry, particularly in the development of new pharmaceuticals, dyes, and advanced materials.

Versatile starting material

The azide group in 2-(2-azidophenyl)-1H-Benzimidazole makes it a versatile starting material for the preparation of various functionalized benzimidazole derivatives.

Wide range of potential uses

The functionalized benzimidazole derivatives have a broad range of potential uses in chemical and pharmaceutical industries, making the compound valuable for research and development purposes.

Upstream product

• 125701-38-4 N-(2-Amino-phenyl)-2-azido-benzamide 
• 95-54-5 1,2-diamino-benzene 
• 118-92-3 anthranilic acid 
• 31162-13-7 2-azidobenzoic acid 

Downstream Products

• 125701-65-7 6-(m-methoxyphenyl)amino-benzimidazo<1,2-c>quinazoline 
• 125701-63-5 6-cyclohexylamino-benzimidazo<1,2-c>quinazoline 
• 125701-64-6 6-(p-tolyl)amino-benzimidazo<1,2-c>quinazoline 
• 118988-26-4 6-(p-methoxyphenyl)amino-benzimidazo<1,2-c>quinazoline 
• 118988-27-5 6-(m-tolyl)amino-benzimidazo<1,2-c>quinazoline 
• 118988-25-3 6-phenylamino-benzimidazo<1,2-c>quinazoline 
• 24192-82-3 6-thioxo-5,6-dihydrobenzimidazo<1,2-c>quinazoline 
• 118988-20-8 2-(o-triphenylphosphoranylideneamino)phenyl benzimidazole 

Relevant articles and documents

NEW METHODOLOGY FOR THE PREPARATIONOF QUINAZOLINE DERIVATIVES VIA TANDEM AZA-WITTIG/HETEROCUMULENE-MEDIATED ANNULATION. SYNTHESIS OF 4(3H)QUINAZOLINONES, BENZIMIDAZOQUINAZOLINES, QUINAZOLINOQUINAZOLINES AND BENZOTHIAZOLOQUINAZOLINES.

The aza-Wittig reaction of iminophosphoranes derived from N-substituted o-azidobenzamides, 2-(o-azidophenyl)-benzimidazole, -benzothiazole or -3,1-benzoxazin-4-one with heterocumulenes leads to functionalized quinazolines.Iminophosphoranes 9, derived from N-substituted o-azidobenzamides, react under mild conditions with isocyanates to form 4H-3,1-benzoxazine-4-imines 11 which are converted into 2-substituted-4(3H)-quinazolinones 12.Iminophosphoranes 9 also react with carbon disulfide and carbon dioxide to give the quinazolinones 13 and 14 respectively.Iminophosphorane 26, derived from 2-(o-azidophenyl)benzimidazole, reacts with isocyanates, carbon disulfide and carbon dioxide to form 6-substituted benzimidazoquinazolines 27, 28, and 29 respectively.In benzene at room temperature, iminophosphorane 31, reacts with isocyanates yielding quinazolinoquinazolines 34.Compounds 34 can also be prepared from iminophosphorane 36 and isocyanates.Iminophosphorane 40 derived from 2-(o-azidophenyl)benzothiazole reacts with aliphatic and aromatic isocyanates or isothiocyanates to give 7H-benzothiazoloquinazoline-7-imines 42.Iminophosphorane 40 also reacts with carbon dioxide or carbon disulfide to afford the corresponding isocyanate 43 or isothiocyanate 44, The molecular structures of 11d and 42a have been determined by X-ray diffraction methods.

Intramolecular 1,3-Dipolar Cycloadditions. Part 1. A Facile Synthesis of Benzimidazo- and Quinazolinotriazolobenzodiazepines

The synthesis of hitherto unknown 9H-benzimidazotriazolobenzodiazepines (4, 11a-e and 12a-c) and 9H-quinazolinotriazolobenzodiazepin-11-ones (5 and 18a-g) is reported. 2-(2-Azidoaryl)benzimidazoles (6 and 10a-h) and 2-(2-azidoaryl)quinazolin-4(3H)-ones (7 and 17a-g) react with propargyl bromide to give non-isolable intermediates which undergo an intramolecular 1,3-dipolar cycloaddition to the title compounds.