3-(phenylamino)benzonitrile

Base Information

• Chemical Name: 3-(phenylamino)benzonitrile
• CAS No.: 571903-59-8
• Molecular Formula: C13H10N2
• Molecular Weight: 0.00000
• Mol file: 571903-59-8.mol

Synonyms:

Chemical Property of 3-(phenylamino)benzonitrile

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(phenylamino)benzonitrile

There total 8 articles about 3-(phenylamino)benzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

3-iodobenzonitrile (69113-59-3) + aniline (62-53-3) → 3-(phenylamino)benzonitrile (571903-59-8)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); Ir[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]₂(4,4'-di-tert-butyl-2,2'-bipyridyl)PF₆; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine; In acetonitrile; at 23 - 25 ℃; for 24h; chemoselective reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201604429

Reference yield: 85.0%

iodobenzene (591-50-4) + m-cyanoaniline (2237-30-1) → 3-(phenylamino)benzonitrile (571903-59-8)

Guidance literature:

With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate; In toluene; at 120 ℃; for 24h;

Reference yield: 85.0%

phenyl 1H-imidazole-1-sulfonate (1198183-95-7) + m-cyanoaniline (2237-30-1) → 3-(phenylamino)benzonitrile (571903-59-8)

Guidance literature:

m-cyanoaniline; With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 20 ℃; for 0.166667h; Inert atmosphere;

phenyl 1H-imidazole-1-sulfonate; In toluene; at 105 ℃; for 17h; Inert atmosphere;

DOI:10.1021/ol200267b

upstream raw materials:

Nitrosobenzene

(3-cyanophenyl)magnesium chloride

phenyl 1H-imidazole-1-sulfonate

m-cyanoaniline

Refernces

• 1、 Mohammadinezhad, Arezou,Akhlaghinia, Batool. "CoII immobilized on an aminated magnetic metal-organic framework catalyzed C-N and C-S bond forming reactions: A journey for the mild and efficient synthesis of arylamines and arylsulfides". supporting information. p. 15525 - 15538. Retrieved 2019/10/19.
• 2、 Vantourout, Julien C.,Law, Robert P.,Isidro-Llobet, Albert,Atkinson, Stephen J.,Watson, Allan J. B.. "Chan-Evans-Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem". . p. 3942 - 3950. Retrieved 2016/05/24.