4-bromo-N-(3,5-dimethylphenyl)benzamide

Base Information

• Chemical Name: 4-bromo-N-(3,5-dimethylphenyl)benzamide
• CAS No.: 346663-67-0
• Molecular Formula: C₁₅H₁₄BrNO
• Molecular Weight: 304.186
• Mol file: 346663-67-0.mol

Synonyms:N-(3,5-dimethylphenyl)-4-bromobenzamide

Chemical Property of 4-bromo-N-(3,5-dimethylphenyl)benzamide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-N-(3,5-dimethylphenyl)benzamide

There total 4 articles about 4-bromo-N-(3,5-dimethylphenyl)benzamide 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: 84.0%

(3,5-dimethylphenyl)carbamic acid 1,1-dimethylethyl ester (203321-89-5) + 2,4,6-tris(4-bromophenyl)boroxin (7519-94-0) → N-(3,5-dimethylphenyl)-4-bromobenzamide (346663-67-0)

Guidance literature:

With potassium fluoride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.5b03061

Reference yield: 80.0%

4-bromophenylboronic acid (54947-91-0) + 3,5-dimethylphenyl isocyanate (54132-75-1) → N-(3,5-dimethylphenyl)-4-bromobenzamide (346663-67-0)

Guidance literature:

With copper(l) iodide; lithium tert-butoxide; In N,N-dimethyl-formamide; at 140 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c5gc01374g

Reference yield:

3,5-dimethylphenyl isocyanate (54132-75-1) → N-(3,5-dimethylphenyl)-4-bromobenzamide (346663-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 16 h / 80 °C / Inert atmosphere

2: chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium fluoride / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere; Sealed tube

With potassium fluoride; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,4-dioxane;

DOI:10.1021/acs.orglett.5b03061

upstream raw materials:

4-bromophenylboronic acid

3,5-dimethylphenyl isocyanate

4-Bromophenylboronic acid

(3,5-dimethylphenyl)carbamic acid 1,1-dimethylethyl ester

Refernces

• 1、 Lim, Diane S. W.,Lew, Tedrick T. S.,Zhang, Yugen. "Direct Amidation of N-Boc- and N-Cbz-Protected Amines via Rhodium-Catalyzed Coupling of Arylboroxines and Carbamates". supporting information. p. 6054 - 6057. Retrieved 2016/01/09.