α-benzoyl-α-(p-tolylsulfonyl)diazomethane

Base Information

• Chemical Name: α-benzoyl-α-(p-tolylsulfonyl)diazomethane
• CAS No.: 1666-24-6
• Molecular Formula: C₁₅H₁₂N₂O₃S
• Molecular Weight: 300.338
• Mol file: 1666-24-6.mol

Synonyms:α-benzoyl-α-(p-tolylsulfonyl)diazomethane

Chemical Property of α-benzoyl-α-(p-tolylsulfonyl)diazomethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-benzoyl-α-(p-tolylsulfonyl)diazomethane

There total 6 articles about α-benzoyl-α-(p-tolylsulfonyl)diazomethane 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: 97.0%

1-phenyl-2-tosylethanone (31378-03-7) → α-benzoyl-α-(p-tolylsulfonyl)diazomethane (1666-24-6)

Guidance literature:

With sodium azide; 3-Carboxybenzenesulfonyl chloride; potassium carbonate; In water; acetonitrile; at 20 ℃; for 1.5h;

DOI:10.1039/c9cc02042j

Reference yield: 88.0%

phenylsulfonyl azide (938-10-3) + 1-phenyl-2-tosylethanone (31378-03-7) → α-benzoyl-α-(p-tolylsulfonyl)diazomethane (1666-24-6)

Guidance literature:

1-phenyl-2-tosylethanone; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

phenylsulfonyl azide; In tetrahydrofuran; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1055/s-0036-1588162

Reference yield: 80.0%

p-tosyldiazomethane (1538-98-3) + benzoyl chloride (98-88-4) → α-benzoyl-α-(p-tolylsulfonyl)diazomethane (1666-24-6)

Guidance literature:

With triethylamine; In acetonitrile; for 43h; Ambient temperature;

DOI:10.1248/cpb.30.526

upstream raw materials:

1-phenyl-2-tosylethanone

p-tosyldiazomethane

benzoyl chloride

sodium 4-methylbenzenesulfinate

Downstream raw materials:

1-phenyl-2-tosylethanone

di(4-methyl)phenylthiosulfonate

1-((dichloromethyl)sulfonyl)-4-methylbenzene

α-chloro-α-(p-tolylsulfonyl)acetophenone

Refernces

• 1、 Huang, Junmin,Hu, Xinwei,Chen, Fengjuan,Gui, Jiao,Zeng, Wei. "Rhodium(i)-catalyzed vinylation/[2 + 1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds". supporting information. p. 7042 - 7054. Retrieved 2019/08/01.
• 2、 Chan, Chieh-Kai,Wang, Heui-Sin,Hsu, Ru-Ting,Chang, Meng-Yang. "Copper Acetate Mediated α-Oxysulfonylation of α-Diazo β-Ketosulfones". . p. 2423 - 2434. Retrieved 2017/05/22.