N-(4-bromophenyl)-4-methylbenzamide

Base Information

• Chemical Name: N-(4-bromophenyl)-4-methylbenzamide
• CAS No.: 158525-82-7
• Molecular Formula: C₁₄H₁₂BrNO
• Molecular Weight: 290.159
• Mol file: 158525-82-7.mol

Synonyms:4-methyl-N-(4-bromophenyl)-benzamide

Chemical Property of N-(4-bromophenyl)-4-methylbenzamide

Chemical Property:

• Boiling Point: 321.1±35.0 °C(Predicted)
• PKA: 12.89±0.70(Predicted)
• Density: 1.445±0.06 g/cm3(Predicted)

Purity/Quality:

98%,99%, ^*data from raw suppliers

4'-BROMO-4-METHYLBENZANILIDE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-bromophenyl)-4-methylbenzamide

There total 11 articles about N-(4-bromophenyl)-4-methylbenzamide 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%

p-Toluic acid (99-94-5) + 4-bromo-aniline (106-40-1) → 4-methyl-N-(4-bromophenyl)-benzamide (158525-82-7)

Guidance literature:

With (3-{[(cyclohexylimino)methylidene]amino}propyl)oxy linked polystyrene resin; In dichloromethane; N,N-dimethyl-formamide; for 0.0833333h; Flow reactor;

DOI:10.1021/acscombsci.0c00001

Reference yield: 85.0%

1-bromo-4-isocyanobenzene (33554-73-3) + 4-methyl-benzaldehyde (104-87-0) → 4-methyl-N-(4-bromophenyl)-benzamide (158525-82-7)

Guidance literature:

With tert.-butylhydroperoxide; copper(l) iodide; potassium bromide; In toluene; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c7ob01449j

Reference yield: 81.0%

1,4-bromoiodobenzene (589-87-7) + para-methylbenzylamine (104-84-7) → 4-methyl-N-(4-bromophenyl)-benzamide (158525-82-7)

Guidance literature:

With potassium carbonate; dimethyl sulfoxide; at 110 ℃; for 5h;

DOI:10.1002/adsc.201600549

upstream raw materials:

benzoic-p-methylbenzoic anhydride

4-bromo-aniline

4-methyl-benzoyl chloride

1,4-bromoiodobenzene

Downstream raw materials:

N-(4-bromophenyl)-4-methyl-N-phenylbenzamide

1-(4-bromo-phenyl)-9-phenyl-8-thioxo-2-p-tolyl-1,7,8,9-tetrahydro-purin-6-one

N-(4-bromophenyl)-4-methylbenzothioamide

methyl 2-[N-(4-bromophenyl)-4-methylbenzamido]benzoate

Refernces

• 1、 Silva, Luana,Rosário, Alisson R.,Machado, Bianca M.,Lüdtke, Diogo S.. "Traceless selenocarboxylates for the one-pot synthesis of amides and derivatives". . . Retrieved 2020/12/25.
• 2、 Rodriguez, Jessica,Adet, Nicolas,Saffon-Merceron, Nathalie,Bourissou, Didier. "Au(i)/Au(iii)-Catalyzed C-N coupling". supporting information. p. 94 - 97. Retrieved 2019/12/25.