N-(methyl)-N-(p-toluenesulfonyl)ethynylamine

Base Information

• Chemical Name: N-(methyl)-N-(p-toluenesulfonyl)ethynylamine
• CAS No.: 1005500-75-3
• Molecular Formula: C₁₀H₁₁NO₂S
• Molecular Weight: 209.269
• Mol file: 1005500-75-3.mol

Synonyms:N-(methyl)-N-(p-toluenesulfonyl)ethynylamine

Chemical Property of N-(methyl)-N-(p-toluenesulfonyl)ethynylamine

Chemical Property:

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(methyl)-N-(p-toluenesulfonyl)ethynylamine

There total 9 articles about N-(methyl)-N-(p-toluenesulfonyl)ethynylamine 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: 100.0%

N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide (872349-00-3) → N-(methyl)-N-(p-toluenesulfonyl)ethynylamine (1005500-75-3)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1021/jacs.6b07230

Reference yield: 98.0%

cis-1,2-Dichloroethylene (156-59-2,43695-79-0) + N-methyl-p-toluenesulfonylamide (640-61-9) → N-(methyl)-N-(p-toluenesulfonyl)ethynylamine (1005500-75-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 1h; Schlenk technique;

DOI:10.1021/acs.joc.8b03192

Reference yield: 96.0%

1,1-Dichloroethylene (75-35-4,9002-85-1) + N-methyl-p-toluenesulfonylamide (640-61-9) → N-(methyl)-N-(p-toluenesulfonyl)ethynylamine (1005500-75-3)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; mineral oil; at 70 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; Schlenk technique;

DOI:10.1021/acs.orglett.7b03665

upstream raw materials:

N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide

N-methyl-p-toluenesulfonylamide

N-(methyl)-N-(p-toluenesulfonyl)-2-(triisopropylsilyl)ethynylamine

1,1-Dichloroethylene

Downstream raw materials:

C₁₀H₁₀INO₂S

C₁₂H₁₂INO₃S

C₁₇H₂₁NO₃SSi

N-(methyl)-N-(p-toluenesulfonyl)-5-butyl-3-hydroxy-2-methylamine

Refernces

• 1、 Peng, Zhiyuan,Tu, Yongliang,Zeng, Xianzhu,Zhang, Zhenming,Zhao, Junfeng. "Regio- and Stereoselective Hydrophosphorylation of Ynamides: A Facile Approach to (Z)-β-Phosphor-Enamides". . . Retrieved 2019.
• 2、 Li, Xiangqiang,Zeng, Hongkun,Lin, Lili,Feng, Xiaoming. "Catalytic Asymmetric Hydroacyloxylation/Ring-Opening Reaction of Ynamides, Acids, and Aziridines". supporting information. p. 2954 - 2958. Retrieved 2021/05/05.
• 3、 Zheng, Yongxiang,Perfetto, Anna,Luise, Davide,Ciofini, Ilaria,Miesch, Laurence. "Direct Synthesis of CF2H-Substituted 2-Amidofurans via Copper-Catalyzed Addition of Difluorinated Diazoacetone to Ynamides". . p. 5528 - 5532. Retrieved 2021/07/26.