N-(3-PHENYLAMINO-PHENYL)-ACETAMIDE

Base Information

• Chemical Name: N-(3-PHENYLAMINO-PHENYL)-ACETAMIDE
• CAS No.: 19619-91-1
• Molecular Formula: C14H14 N2 O
• Molecular Weight: 226.27376
• Hs Code.: 2924299090
• Mol file: 19619-91-1.mol

Synonyms:Acetanilide,3'-anilino- (8CI); 3-Acetylaminodiphenylamine; 3-Phenylaminoacetanilide;N-Acetyl-N'-phenyl-m-phenylenediamine

Chemical Property of N-(3-PHENYLAMINO-PHENYL)-ACETAMIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.664
• Boiling Point: 445.644°C at 760 mmHg
• Flash Point: 183.585°C
• PSA: 44.62000
• Density: 1.2g/cm³
• LogP: 4.11110
• Storage Temp.: 2-8°C

Purity/Quality:

≥99% ^*data from raw suppliers

N-(3-(Phenylamino)phenyl)acetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(3-PHENYLAMINO-PHENYL)-ACETAMIDE

There total 7 articles about N-(3-PHENYLAMINO-PHENYL)-ACETAMIDE 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: 98.0%

3-Chloroacetanilide (588-07-8) + aniline (62-53-3) → N-[3-(phenylamino)phenyl]acetamide (19619-91-1)

Guidance literature:

With [(2-di-tert-butylphosphino-2′,4′,6′-triisopropyl-1, 1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] palladium(II) methanesulfonate; sodium 2,2,2-trifluoroacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 2-methyltetrahydrofuran; at 60 ℃; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.oprd.9b00196

Reference yield: 95.0%

2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) + m-acetamide aniline (102-28-3) → N-[3-(phenylamino)phenyl]acetamide (19619-91-1)

Guidance literature:

With cesium fluoride; In acetonitrile; at 20 ℃; for 10h;

DOI:10.1021/jo0602221

Reference yield: 91.0%

Phenyl triflate (17763-67-6) + m-acetamide aniline (102-28-3) → N-[3-(phenylamino)phenyl]acetamide (19619-91-1)

Guidance literature:

With C₄₇H₇₀BrO₄PPdSi; sodium t-butanolate; In tetrahydrofuran; at 20 ℃; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.0c06139

upstream raw materials:

N-phenyl-1,3-benzenediamine

acetic anhydride

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

m-acetamide aniline

Refernces

• 1、 Liu, Richard Y.,Dennis, Joseph M.,Buchwald, Stephen L.. "The Quest for the Ideal Base: Rational Design of a Nickel Precatalyst Enables Mild, Homogeneous C-N Cross-Coupling". supporting information. p. 4500 - 4507. Retrieved 2020/03/04.
• 2、 Roscales, Silvia,Csák?, Aurelio G.. "Synthesis of Di(hetero)arylamines from Nitrosoarenes and Boronic Acids: A General, Mild, and Transition-Metal-Free Coupling". supporting information. p. 1667 - 1671. Retrieved 2018/03/23.