N-(4-methylphenyl)-2-naphthamide

Base Information

• Chemical Name: N-(4-methylphenyl)-2-naphthamide
• CAS No.: 67363-82-0
• Molecular Formula: C18H15NO
• Molecular Weight: 261.323
• Mol file: 67363-82-0.mol

Synonyms:Naphthalene-2-carboxylic acid p-tolylamide;β-Naphth-p-toluidid;[2]Naphthoesaeure-p-toluidid;N-(p-tolyl)-2-naphthamide;N-p-tolyl-2-naphthamide;[2]naphthoic acid p-toluidide;β-Naphthoesaeure-p-toluidid;

Chemical Property of N-(4-methylphenyl)-2-naphthamide

Chemical Property:

• Melting Point: 195 °C
• PSA: 29.10000
• LogP: 4.47350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-methylphenyl)-2-naphthamide

There total 8 articles about N-(4-methylphenyl)-2-naphthamide 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: 96.0%

p-toluidine (106-49-0,12221-03-3) + naphthalene-2-carboxylate (93-09-4) → N-(4-methylphenyl)-2-naphthamide (67363-82-0)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In nitromethane; Milling; Green chemistry;

DOI:10.1039/c2cc36613d

Reference yield: 81.0%

2-(naphthalen-2-yl)-2-oxoacetic acid (14289-45-3) + p-toluidine (106-49-0,12221-03-3) → N-(4-methylphenyl)-2-naphthamide (67363-82-0)

Guidance literature:

With tris(1,10-phenanthroline)ruthenium(II) dichloride; oxygen; In dimethyl sulfoxide; at 32 ℃; for 36h; Irradiation; Schlenk technique;

DOI:10.1002/anie.201308614

Reference yield: 51.0%

2-bromonaphthalene (580-13-2) + p-Tolylisocyanate (622-58-2,374675-64-6) → N-(4-methylphenyl)-2-naphthamide (67363-82-0)

Guidance literature:

With triethylamine; 1,2-bis-(diphenylphosphino)ethane; zinc; dibromo[1,2-bis(diphenylphosphino)ethane]nickel(II); In acetonitrile; at 80 ℃; for 16h;

DOI:10.1039/b506903c

upstream raw materials:

p-toluidine

2-naphthaloyl chloride

2-bromonaphthalene

p-Tolylisocyanate

Refernces

• 1、 Xu, Wen-Tao,Huang, Bei,Dai, Jian-Jun,Xu, Jun,Xu, Hua-Jian. "Catalyst-Free Singlet Oxygen-Promoted Decarboxylative Amidation of α-Keto Acids with Free Amines". supporting information. p. 3114 - 3117. Retrieved 2016/07/14.
• 2、 Gonec, Tomas,Bobal, Pavel,Sujan, Josef,Pesko, Matus,Guo, Jiahui,Kralova, Katarina,Pavlacka, Lenka,Vesely, Libor,Kreckova, Eva,Kos, Jiri,Coffey, Aidan,Kollar, Peter,Imramovsky, Ales,Placek, Lukas,Jampilek, Josef. "Investigating the spectrum of biological activity of substituted quinoline-2-carboxamides and their isosteres". experimental part. p. 613 - 644. Retrieved 2012/03/09.