2-Phenylbenzanilide

Base Information

• Chemical Name: 2-Phenylbenzanilide
• CAS No.: 13234-80-5
• Molecular Formula: C₁₉H₁₅NO
• Molecular Weight: 273.334
• ChEMBL ID: CHEMBL1950630
• DSSTox Substance ID: DTXSID901288066
• Nikkaji Number: J1.302.050G
• Mol file: 13234-80-5.mol

Synonyms:CHEMBL1950630;13234-80-5;2-phenylbenzanilide;SCHEMBL1017796;N-Phenyl biphenyl-2-carboxamide;SCHEMBL11567048;DTXSID901288066;BDBM50419809;AKOS008463468;N-Phenyl[1,1'-biphenyl]-2-carboxamide

Chemical Property of 2-Phenylbenzanilide

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 273.115364102
• Heavy Atom Count: 21
• Complexity: 329

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC=C2C(=O)NC3=CC=CC=C3

Technology Process of 2-Phenylbenzanilide

There total 22 articles about 2-Phenylbenzanilide 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: 89.0%

3-phenyl-1,2,3-benzotriazin-4(3H)-one (19263-30-0) + phenylboronic acid (98-80-6) → N-phenyl-[1,1′-biphenyl]-2-carboxamide (13234-80-5)

Guidance literature:

With palladium diacetate; sodium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 100 ℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1039/d1nj03706d

Reference yield: 84.0%

aniline (62-53-3) + 2-Biphenylcarboxylic acid (947-84-2) → N-phenyl-[1,1′-biphenyl]-2-carboxamide (13234-80-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2007.03.173

Reference yield: 82.0%

N-phenylphthalimide (520-03-6) + iodobenzene (591-50-4) → N-phenyl-[1,1′-biphenyl]-2-carboxamide (13234-80-5)

Guidance literature:

With potassium tert-butylate; palladium diacetate; In N,N-dimethyl-formamide; at 110 ℃; for 12h; regioselective reaction; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.8b03157

upstream raw materials:

o-phenylbenzoyl chloride

aniline

2-chloro-3-phenyltropolone

2-Biphenylcarboxylic acid

Downstream raw materials:

5-phenylphenanthridin-6(5H)-one

Refernces

• 1、 Wang, Jin,Hou, Huiqing,Hu, Yongzhi,Lin, Jin,Wu, Min,Zheng, Zhiqiang,Xu, Xiuzhi. "Visible-light-induced direct construction of amide bond from carboxylic acids with amines in aqueous solution". supporting information. . Retrieved 2021/02/09.
• 2、 Morishige, Aoi,Iyori, Yasuaki,Chatani, Naoto. "Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Involving C?O Bond Activation". . . Retrieved 2021/07/17.