Acetamide, N-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]-

Base Information

• Chemical Name: Acetamide, N-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]-
• CAS No.: 301337-51-9
• Molecular Formula: C15H15NO4S
• Molecular Weight: 305.354
• Mol file: 301337-51-9.mol

Synonyms:

Chemical Property of Acetamide, N-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetamide, N-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]-

There total 8 articles about Acetamide, N-[4-[[(4-methylphenyl)sulfonyl]oxy]phenyl]- 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: 99.0%

4-acetaminophenol (103-90-2,8055-08-1) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 4-acetylaminophenyl ester (301337-51-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h; Green chemistry;

DOI:10.1055/s-0034-1378867

Reference yield: 94.0%

tungsten hexacarbonyl (14040-11-0) + 4-nitrophenyl 4-methylbenzenesulfonate (1153-45-3) + carbonic acid dimethyl ester (616-38-6) → toluene-4-sulfonic acid 4-acetylaminophenyl ester (301337-51-9)

Guidance literature:

With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium phosphate; sodium iodide; In water; at 120 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1039/d1cc00047k

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 4-acetylaminophenyl ester (301337-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / Inert atmosphere

2: di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium iodide; sodium phosphate / water / 24 h / 120 °C / Inert atmosphere; Sealed tube

With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; triethylamine; sodium phosphate; sodium iodide; In dichloromethane; water;

DOI:10.1039/d1cc00047k

upstream raw materials:

4-aminophenyl-4-toluenesulfonic acid ester

acetic anhydride

4-acetaminophenol

p-toluenesulfonyl chloride

Downstream raw materials:

N-[4-(phenylmethyl)phenyl]acetamide

4-aminophenyl-4-toluenesulfonic acid ester

4-acetamido-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 4-methylbenzenesulfonate

Refernces

• 1、 Bao, Zhi-Peng,Miao, Ren-Guan,Qi, Xinxin,Wu, Xiao-Feng. "A novel construction of acetamides from rhodium-catalyzed aminocarbonylation of DMC with nitro compounds". supporting information. p. 1955 - 1958. Retrieved 2021/03/02.
• 2、 Lei, Xiangyang,Jalla, Anusha,Abou Shama, Mhd A.,Stafford, Jamie M.,Cao, Billy. "Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates". supporting information. p. 2578 - 2585. Retrieved 2015/09/01.