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

• 95-54-5 1,2-diamino-benzene 
• 622-16-2 1,3-Diphenylcarbodiimide 
• 5416-30-8 N,N'-diphenyl-S-methyl isothiourea 
• 40828-54-4 1H-benzimidazole-2-sulfonic acid 
• 150-13-0 4-amino-benzoic acid 
• 18805-23-7 N-(Phenyl)imidodithiokohlensaeure-S,S'-dimethylester 
• 701-73-5 methyl N-phenyldithiocarbamate 
• 103-72-0 phenyl isothiocyanate 
• 51-17-2 benzoimidazole 
• 134469-07-1 Benzimidazol-2-thiol 
• 57159-81-6 2-(methylsulfonyl)-1H-benzo[d]imidazole 
• 62-53-3 aniline 
• 50521-79-4 N¹,N²-bis[N-phenylthiocarbamoyl]-1,2-diaminobenzene 
• 615-42-9 1,2-Diiodobenzene 

Downstream Products

• 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 
• 83792-77-2 2-Phenylamino-benzoimidazole-1-carboxylic acid methylamide 
• 83792-89-6 1-(1H-Benzoimidazol-2-yl)-3-(3,4-dichloro-phenyl)-1-phenyl-urea 
• 83792-81-8 1-(1H-Benzoimidazol-2-yl)-3-butyl-1-phenyl-urea 
• 108275-04-3 C₁₃H₁₀N₃O 
• 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 
• 1537905-29-5 2-bromo-5-phenyl-benzimidazolo[1,2-a]benzimidazole 

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

Potassium Periodate Mediated Oxidative Cyclodesulfurization toward Benzofused Nitrogen Heterocycles

A convenient oxidative cyclodesulfurization method toward the synthesis of benzofused nitrogen heterocycles using inexpensive and readily available potassium periodate as an oxidant was developed. Upon treating isothiocyanates with ortho -substituted anilines bearing N, N -, N, O -, and N, S -bis-nucleophiles, followed by an intramolecular cyclization of the in situ generated monothioureas, substituted 2-aminobenzazole series were rapidly accessible in good to excellent yields. The protocol can accommodate various substituents on both substrates while allowing more efficient, greener, and operational simpler process relative to other oxidative coupling reactions. Tetracyclic quinazolinone derivatives were also afforded in high yields in a single preparative step and chromatography-free.

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.