2-Hydroxy-N,N-diphenylbenzamide

Base Information

• Chemical Name: 2-Hydroxy-N,N-diphenylbenzamide
• CAS No.: 62892-76-6
• Molecular Formula: C19H15NO2
• Molecular Weight: 289.334
• DSSTox Substance ID: DTXSID30489243
• Mol file: 62892-76-6.mol

Synonyms:2-Hydroxy-N,N-diphenylbenzamide;62892-76-6;DTXSID30489243

Chemical Property of 2-Hydroxy-N,N-diphenylbenzamide

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 289.110278721
• Heavy Atom Count: 22
• Complexity: 340

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)C(=O)C3=CC=CC=C3O

Technology Process of 2-Hydroxy-N,N-diphenylbenzamide

There total 9 articles about 2-Hydroxy-N,N-diphenylbenzamide 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: 99.0%

C19H15NO3 → 2-hydroxy-N,N-diphenylbenzamide (62892-76-6)

Guidance literature:

With di-tert-butyl peroxide; triethyl phosphite; In 1,2-dichloro-ethane; at 90 ℃; for 24h;

DOI:10.1002/chem.201904288

Reference yield: 21.0%

phenyl Salicylate (118-55-8) + diphenylamine (122-39-4) → 2-hydroxy-N,N-diphenylbenzamide (62892-76-6)

Guidance literature:

at 180 - 200 ℃; for 3h;

Reference yield:

2-phenoxy-N-phenylbenzamide (140437-02-1) + 5,5-dimethyl-2-(4-methylphenyl)-1,3,2-dioxaborinane (380481-66-3) → N-phenyl benzoyl amide (93-98-1,5705-51-1) + 4′-methyl-N-phenyl-[1,1′-biphenyl]-2-carboxamide + 2-hydroxy-N,N-diphenylbenzamide (62892-76-6)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 3,4,7,8-Tetramethyl-o-phenanthrolin; cesium fluoride; lithium tert-butoxide; In N,N-dimethyl-formamide; at 100 ℃; for 20h; Sealed tube; Glovebox;

DOI:10.1002/hlca.202100089

upstream raw materials:

phenyl Salicylate

diphenylamine

salicyloyl chloride

salicylic acid

Downstream raw materials:

7-phenyldibenzo[d,f][1,3]oxazepin-6(7H)-one

Refernces

• 1、 Lardy, Samuel W.,Luong, Kristine C.,Schmidt, Valerie A.. "Formal Aniline Synthesis from Phenols through Deoxygenative N-Centered Radical Substitution". . p. 15267 - 15271. Retrieved 2019/12/11.
• 2、 Black, Michael,Cadogan, J. I. G.,McNab, Hamish. "Pyrolysis of O-Allyl Salicylic Amides and Esters, and Related Compounds: Foemation of Isoindolones and Phthalides". . p. 155 - 160. Retrieved 2007/10/02.