2'-Amino-biphenyl-4-carbonitrile

Base Information

• Chemical Name: 2'-Amino-biphenyl-4-carbonitrile
• CAS No.: 75898-35-0
• Molecular Formula: C13H10N2
• Molecular Weight: 194.236
• Hs Code.: 2926909090
• European Community (EC) Number: 673-757-3
• DSSTox Substance ID: DTXSID00362756
• Nikkaji Number: J3.103.499J
• Wikidata: Q82146138
• Mol file: 75898-35-0.mol

Synonyms:2'-amino-biphenyl-4-carbonitrile;75898-35-0;4-(2-aminophenyl)benzonitrile;2'-AMINO-[1,1'-BIPHENYL]-4-CARBONITRILE;2'-Aminobiphenyl-4-carbonitrile;SCHEMBL1705257;DTXSID00362756;MFCD04117358;AKOS006294909;AB20706;FS-6609;2'-Amino-1,1'-biphenyl-4-carbonitrile;CS-0341715;FT-0691553;2'-Amino-biphenyl-4-carbonitrile, AldrichCPR;A838546

Chemical Property of 2'-Amino-biphenyl-4-carbonitrile

Chemical Property:

• Boiling Point: 378.1 °C at 760 mmHg
• PKA: 2.81±0.10(Predicted)
• Flash Point: 182.5 °C
• PSA: 49.81000
• Density: 1.18 g/cm³
• LogP: 3.38868
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

2''-Amino-biphenyl-4-carbonitrile 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)C#N)N

Technology Process of 2'-Amino-biphenyl-4-carbonitrile

There total 10 articles about 2'-Amino-biphenyl-4-carbonitrile 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: 92.0%

2-iodophenylamine (615-43-0) + 4-cyanophenylboronic acid (126747-14-6) → 2'-amino-[1,1'-biphenyl]-4-carbonitrile (75898-35-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1039/c7gc02261a

Reference yield: 55.0%

4-cyanophenylboronic acid (126747-14-6) + 2-bromoaniline (615-36-1) → 2'-amino-[1,1'-biphenyl]-4-carbonitrile (75898-35-0)

Guidance literature:

With sodium carbonate; triphenylphosphine; In water; at 80 ℃; for 18h; Schlenk technique;

DOI:10.21577/0103-5053.20190067

Reference yield:

4-iodobenzonitrile (3058-39-7) + o-(tributylstannyl)aniline (185408-20-2) → 2'-amino-[1,1'-biphenyl]-4-carbonitrile (75898-35-0)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenyl-arsane; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.06.138

upstream raw materials:

4-iodobenzonitrile

o-(tributylstannyl)aniline

tert-butyl phenylcarbamate

tributyl (o-tert-butyloxycarbonylaminophenyl) stannane

Downstream raw materials:

N-(4′-cyano-[1,1′-biphenyl]-2-yl)picolinamide

Refernces

• 1、 Elsherbini, Mohamed,Moran, Wesley J.. "Scalable electrochemical synthesis of diaryliodonium salts". supporting information. p. 4706 - 4711. Retrieved 2021/06/11.
• 2、 Chen, Jia-Yi,Li, Xin,Lin, Li-Ting,Liu, Guo-Kai,Qin, Wen-Bing,Wong, Henry N. C.,Xiong, Wei. "Visible-Light-Driven Difluoromethylation of Isocyanides with S-(Difluoromethyl)diarylsulfonium Salt: Access to a Wide Variety of Difluoromethylated Phenanthridines and Isoquinolines". . p. 10479 - 10487. Retrieved 2020/09/23.