N-(5-nitrobiphenyl-2-yl)acetamide

Base Information

• Chemical Name: N-(5-nitrobiphenyl-2-yl)acetamide
• CAS No.: 68612-69-1
• Molecular Formula: C14H12N2O3
• Molecular Weight: 256.2567
• Mol file: 68612-69-1.mol

Synonyms:

Chemical Property of N-(5-nitrobiphenyl-2-yl)acetamide

Chemical Property:

• Vapor Pressure: 2.78E-08mmHg at 25°C
• Boiling Point: 449.8°C at 760 mmHg
• Flash Point: 225.8°C
• Density: 1.283g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(5-nitrobiphenyl-2-yl)acetamide

There total 10 articles about N-(5-nitrobiphenyl-2-yl)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: 93.0%

N-(2-bromo-4-nitro-phenyl)-acetamide (57045-86-0) + phenylboronic acid (98-80-6) → N-(5-nitro-[1,1'-biphenyl]-2-yl)acetamide (68612-69-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; acetonitrile; at 100 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.015

Reference yield: 65.0%

N-(4-Nitrophenyl)acetamide (104-04-1) + phenylboronic acid (98-80-6) → N-(5-nitro-[1,1'-biphenyl]-2-yl)acetamide (68612-69-1)

Guidance literature:

With silver hexafluoroantimonate; [RhCl₂(p-cymene)]2; copper(II) bis(trifluoromethanesulfonate); silver(l) oxide; In tetrahydrofuran; at 110 ℃; for 20h; regioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1039/c3cc49398a

Reference yield:

2-amino-5-nitro-biphenyl (29608-75-1) + acetyl chloride (75-36-5) → N-(5-nitro-[1,1'-biphenyl]-2-yl)acetamide (68612-69-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00690

upstream raw materials:

2-acetamidobiphenyl

nitric acid

acetic acid

N-(2-bromo-4-nitro-phenyl)-acetamide

Refernces

• 1、 Chinnagolla, Ravi Kiran,Jeganmohan, Masilamani. "Ruthenium-catalyzed ortho-arylation of acetanilides with aromatic boronic acids: An easy route to prepare phenanthridines and carbazoles". supporting information. p. 2442 - 2444. Retrieved 2014/03/21.
• 2、 Kim, Byung Seok,Jang, Chungsik,Lee, Dong Jin,Youn, So Won. "Highly effective Pd-catalyzed ortho olefination of acetanilides: Broad substrate scope and high tolerability". supporting information; experimental part. p. 2336 - 2340. Retrieved 2011/06/25.