N,N,2,4,6-Pentamethylbenzamide

Base Information

• Chemical Name: N,N,2,4,6-Pentamethylbenzamide
• CAS No.: 2843-93-8
• Molecular Formula: C12H17NO
• Molecular Weight: 191.273
• Hs Code.: 2924299090
• Mol file: 2843-93-8.mol

Synonyms:N.N-Dimethyl-2.4.6-trimethylbenzamid;N,N-dimethyl-mesitylenamide;N,N,2,4,6-Pentamethylbenzamid;2,4,6,N,N-Pentamethylbenzamid;Benzamide,N,N,2,4,6-pentamethyl;Mesitylencarbonsaeure-dimethylamid;

Chemical Property of N,N,2,4,6-Pentamethylbenzamide

Chemical Property:

• PSA: 20.31000
• LogP: 2.31360

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N,N,2,4,6-Pentamethylbenzamide

There total 4 articles about N,N,2,4,6-Pentamethylbenzamide 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: 92.0%

2,4,6-trimethylphenyl bromide (576-83-0) + N,N-dimethyl (trimethylsilyl)methanamide (479486-96-9) → N,N,2,4,6-pentamethylbenzamide (2843-93-8)

Guidance literature:

bis(tri-tert-butylphosphine)palladium⁽⁰⁾; In toluene; at 100 ℃; for 11h;

DOI:10.1021/ol0270834

Reference yield: 67.0%

N,N-Dimethylcarbamoyl chloride (79-44-7) + 1,3,5-trimethyl-benzene (108-67-8) → N,N,2,4,6-pentamethylbenzamide (2843-93-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In nitromethane; for 3h; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201801338

Reference yield: 65.0%

2,4,6-trimethylphenyl bromide (576-83-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N,2,4,6-pentamethylbenzamide (2843-93-8)

Guidance literature:

2,4,6-trimethylphenyl bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Further stages;

DOI:10.1016/j.tet.2012.04.016

upstream raw materials:

2,4,6-trimethylphenyl bromide

N,N-dimethyl (trimethylsilyl)methanamide

N,N-dimethyl-formamide

N,N-Dimethylcarbamoyl chloride

Downstream raw materials:

mesitylene-2-carboxylic acid chloride

Refernces

• 1、 Ushijima, Sousuke,Moriyama, Katsuhiko,Togo, Hideo. "Facile preparation of aromatic esters from aromatic bromides with ethyl formate or DMF and molecular iodine via aryllithium". experimental part. p. 4701 - 4709. Retrieved 2012/07/28.