21578-58-5

Basic information

• Product Name: (1H-BENZOIMIDAZOL-2-YL)-PHENYL-AMINE
• Synonyms: 2-PHENYLAMINO-BENZIMIDAZOLE;2-ANILINOBENZIMIDAZOLE;(1H-BENZOIMIDAZOL-2-YL)-PHENYL-AMINE;(1H-Benzimidazol-2-yl)-phenyl-amine
• CAS NO: 21578-58-5
• Molecular Formula: C₁₃H₁₁N₃
• Molecular Weight: 209.25
• Product Categories: pharmacetical
• Mol File: 21578-58-5.mol
• Article Data: 24

Chemical Properties

• Melting Point: 188 °C
• Boiling Point: 411.5°Cat760mmHg
• Flash Point: 202.7°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 5.56E-07mmHg at 25°C
• Refractive Index: 1.755
• PKA: 10.82±0.10(Predicted)
• CAS DataBase Reference: (1H-BENZOIMIDAZOL-2-YL)-PHENYL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (1H-BENZOIMIDAZOL-2-YL)-PHENYL-AMINE(21578-58-5)
• EPA Substance Registry System: (1H-BENZOIMIDAZOL-2-YL)-PHENYL-AMINE(21578-58-5)

Safety Data

• Hazardous Substances Data: 21578-58-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 864, 1977 DOI: 10.1055/s-1977-24609

InChI:InChI=1/C13H11N3/c1-2-6-10(7-3-1)14-13-15-11-8-4-5-9-12(11)16-13/h1-9H,(H2,14,15,16)

Upstream product

• 57159-81-6 2-(methylsulfonyl)-1H-benzo[d]imidazole 
• 62-53-3 aniline 
• 50521-79-4 N¹,N²-bis[N-phenylthiocarbamoyl]-1,2-diaminobenzene 
• 591-50-4 iodobenzene 
• 123375-81-5 N-(2-bromophenyl)guanidine 
• 108-86-1 bromobenzene 
• 934-32-7 1H-benzimidazol-2-amine 
• 615-36-1 2-bromoaniline 
• 615-43-0 2-iodophenylamine 
• 66003-76-7 Diphenyliodonium triflate 
• 108-94-1 cyclohexanone 
• 1056477-06-5 2-bromocyclohexanone 
• 2002-16-6 1-phenylguanidine 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 83792-81-8 1-(1H-Benzoimidazol-2-yl)-3-butyl-1-phenyl-urea 
• 96344-36-4 1-(1H-Benzoimidazol-2-yl)-1,3-diphenyl-urea 
• 83792-90-9 1,3-Diphenyl-1H-benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 83792-89-6 1-(1H-Benzoimidazol-2-yl)-3-(3,4-dichloro-phenyl)-1-phenyl-urea 
• 83792-98-7 1-Benzyl-3-(3,4-dichloro-phenyl)-1H-benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 1537905-34-2 2-iodo-5-phenyl-5H-benzo[d]benzo[4,5]imidazo[1,2-a]imidazole 
• 1537905-29-5 2-bromo-5-phenyl-benzimidazolo[1,2-a]benzimidazole 
• 108275-04-3 C₁₃H₁₀N₃O 

Relevant articles and documents

A one-pot method for the synthesis of 2-aminobenzimidazoles and related heterocycles

A rapid and efficient one-pot method for the synthesis of 2-aminobenzimidazoles and related heterocycles is described. The reaction is mediated by a polymer-supported carbodiimide, which simplifies product isolation. The scope and limitations of this method are described.

Microwave-assisted hydrogen peroxide-mediated synthesis of benzoxazoles and related heterocycles via cyclodesulfurization

A novel approach has been developed to construct benzoxazoles and similar N- and S-containing heterocycles from their corresponding isothiocyanates and o-substituted anilines via cyclodesulfurization. The reaction was found to proceed via in situ formatio

Copper-promoted one-pot approach: Synthesis of benzimidazoles

A facile, one-pot, and proficient method was developed for the production of various 2-arylaminobenzimidazoles. This methodology is based for the first time on a copper catalyst promoted domino C-N cross-coupling reaction for the generation of 2-arylaminobenzimidazoles. Mechanistic investigations revealed that the synthetic pathway involves a copper-based desulphurization/nucleophilic substitution and a subsequent domino intra and intermolecular C-N cross-coupling reactions. Some of the issues typically encountered during the synthesis of 2-arylaminobezimidazoles, including the use of expensive catalytic systems and the low reactivity of bromo precursors, were addressed using this newly developed copper-catalyzed method. The reaction procedure is simple, generally with excellent substrate tolerance, and provides good to high yields of the desired products.

BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLE CARRYING BENZIMIDAZOLO[1,2-A]BENZIMIDAZOLYL GROUPS, CARBAZOLYL GROUPS, BENZOFURANE GROUPS OR BENZOTHIOPHENE GROUPS FOR ORGANIC LIGHT EMITTING DIODES

Benzimidazolo[1,2-a]benzimidazole carrying benzimidazolo[1,2-a]benzimidazolylyl groups, carbazolyl groups, dibenzofurane groups, dibenzothiophene groups, fluorenyl groups or dibenzosilolyl groups, an organic electronic device, comprising said benzimidazolo[1,2-a]benzimidazole carrying groups, a charge transport layer, charge blocking layer/exciton blocking layer, or an emitting layer comprising said benzimidazolo[1,2-a]benzimidazole carrying groups, an apparatus selected from the group consisting of stationary visual display units; mobile visual display units; illumination units; keyboards; items of clothing; furniture; wallpaper, comprising said organic electronic device, or said charge transport layer, said charge/exciton blocking layer, or said emitting layer, the use of said benzimidazolo[1,2-a]benzimidazole carrying groups for organic electroluminescent devices, electrophotographic photoreceptors, photoelectric converters, organic solar cells, switching elements, organic light emitting field effect transistors, image sensors or dye lasers, and a process for the preparation of said benzimidazolo[1,2-a]benzimidazole carrying groups.