Benzanilide, 4'-phenyl-

Base Information

• Chemical Name: Benzanilide, 4'-phenyl-
• CAS No.: 20743-57-1
• Molecular Formula: C19H15 N O
• Molecular Weight: 273.334
• Hs Code.: 2924299090
• NSC Number: 406168
• UNII: AJ3UON2LWK
• DSSTox Substance ID: DTXSID60174817
• Nikkaji Number: J35.510K
• Wikidata: Q83044972
• ChEMBL ID: CHEMBL1877330
• Mol file: 20743-57-1.mol

Synonyms:Benzanilide, 4'-phenyl-;N-4-Biphenylbenzamide;N-4-Biphenylylbenzamide;20743-57-1;4'-Phenylbenzanilide;Benzamide, N-(1,1'-biphenyl)-4-yl-;AJ3UON2LWK;NSC 406168;BRN 2809348;AI3-01426;NSC-406168;4-12-00-03251 (Beilstein Handbook Reference);Benzamide, N-[1,1'-biphenyl]-4-yl-;N-BENZOYL-O-BIPHENYLAMIDE;NSC406168;UNII-AJ3UON2LWK;N-(4-Biphenylyl)benzamide;Cambridge id 5128622;Oprea1_045586;MLS001008613;Benzamide,1'-biphenyl]-4-yl-;CHEMBL1877330;SCHEMBL10136221;DTXSID60174817;HMS2836K06;AKOS002286371;N-[1,1'-Biphenyl]-4-ylbenzamide #;NCGC00245553-01;LS-27664;SMR000495819;N-(1,1'-BIPHENYL)-4-YLBENZAMIDE;Z30177198

Chemical Property of Benzanilide, 4'-phenyl-

Chemical Property:

• Vapor Pressure: 1.06E-05mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 368.3°Cat760mmHg
• Flash Point: 225.1°C
• PSA: 29.10000
• Density: 1.17g/cm³
• LogP: 4.67890
• 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: 321

Purity/Quality:

99% ^*data from raw 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)NC(=O)C3=CC=CC=C3

Technology Process of Benzanilide, 4'-phenyl-

There total 14 articles about Benzanilide, 4'-phenyl- 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: 85.0%

C13H10BrMgNO + phenyltriethoxytitanium (95576-66-2) → N-([1,1'-biphenyl]-4-yl)benzamide (20743-57-1)

Guidance literature:

C₁₃H₁₀BrMgNO; phenyltriethoxytitanium; In tetrahydrofuran; at 0 ℃; for 0.666667h; Inert atmosphere;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; oxygen; cobalt(II) chloride; In tetrahydrofuran; at -10 ℃;

DOI:10.1021/acs.joc.5b01787

Reference yield: 79.0%

4-bromo-1,1'-biphenyl (92-66-0) + benzamide (55-21-0,27208-38-4) → N-([1,1'-biphenyl]-4-yl)benzamide (20743-57-1)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In xylene; for 72h; Heating / reflux;

Reference yield: 49.0%

4-iodo-biphenyl (1591-31-7) + benzamide (55-21-0,27208-38-4) → N,N-di([1,1'-biphenyl]-4-yl)benzamide (741267-16-3) + N-([1,1'-biphenyl]-4-yl)benzamide (20743-57-1)

Guidance literature:

With bis(tetrapropylammonium) tetraiododicuprate(I); trans-N,N'-dimethyl-1,2-cyclohexanediamine bis-(methanesulfonic acid); caesium carbonate; In 1,4-dioxane; at 130 ℃; for 24h; Overall yield = 70 %; Overall yield = 402 mg; Inert atmosphere;

DOI:10.1021/jo300905w

upstream raw materials:

4-phenyl-benzophenone-seqtrans-oxime

4-phenylalanine

benzoyl chloride

benzene

Downstream raw materials:

2,6-diphenylbenzoxazole

C₃₉H₃₀N₂O₂

2,5-diphenyl-1H-1,3-benzodiazole

4-hydroxy-4-phenyl-cyclohexa-2,5-dienone

Refernces

• 1、 Liao, Lian-Yan,Liu, Kun-Ming,Duan, Xin-Fang. "Unified Protocol for Cobalt-Catalyzed Oxidative Assembly of Two Aryl Metal Reagents Using Oxygen as an Oxidant". . p. 9856 - 9867. Retrieved 2015/11/03.
• 2、 Qin, Chong,Zhou, Wang,Chen, Feng,Ou, Yang,Jiao, Ning. "Iron-catalyzed C-H and C-C bond cleavage: A direct approach to amides from simple hydrocarbons". supporting information; experimental part. p. 12595 - 12599. Retrieved 2012/01/15.