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

Base Information

• Chemical Name: N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide
• CAS No.: 872349-00-3
• Molecular Formula: C₁₃H₁₉NO₂SSi
• Molecular Weight: 281.451
• Mol file: 872349-00-3.mol

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

Chemical Property of N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide

There total 3 articles about N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide 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: 73.0%

trimethylsilylacetylene (1066-54-2) + N-methyl-p-toluenesulfonylamide (640-61-9) → N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide (872349-00-3)

Guidance literature:

With pyridine; oxygen; sodium carbonate; copper dichloride; In toluene; at 70 ℃; for 16h;

DOI:10.1002/anie.201812002

Reference yield:

(2-bromoethynyl)trimethylsilane (18243-59-9) + N-methyl-p-toluenesulfonylamide (640-61-9) → N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide (872349-00-3)

Guidance literature:

With 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; potassium carbonate; In toluene; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1002/asia.202000503

Reference yield:

trimethylsilylacetylene (1066-54-2) → N,4-dimethyl-N-((trimethylsilyl)ethynyl)benzenesulfonamide (872349-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: silver nitrate; N-Bromosuccinimide / acetone / 4 h / 20 °C

2: 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; potassium carbonate / toluene / 12 h / 90 °C / Inert atmosphere

With N-Bromosuccinimide; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; potassium carbonate; silver nitrate; In acetone; toluene;

DOI:10.1002/asia.202000503

upstream raw materials:

trimethylsilylacetylene

N-methyl-p-toluenesulfonylamide

(2-bromoethynyl)trimethylsilane

Downstream raw materials:

(E)-1-[methyl(p-tolylsulfonyl)amino]-2-(trimethylsilyl)ethenyl diphenyldithiophosphinate

N-deuterioethynyl-N-methyl-p-toluenesulfonamide

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

Refernces

• 1、 Cao, Weidi,Feng, Xiaoming,Jiang, Mingyi,Li, Xiangqiang,Zhan, Tangyu. "Catalytic Asymmetric Three-component Hydroacyloxylation/ 1,4-Conjugate Addition of Ynamides". . . Retrieved 2020/06/17.
• 2、 Tian, Xianhai,Song, Lina,Rudolph, Matthias,Wang, Qian,Song, Xinlong,Rominger, Frank,Hashmi, A. Stephen K.. "N-Pyridinyl Sulfilimines as a Source for α-Imino Gold Carbenes: Access to 2-Amino-Substituted N-Fused Imidazoles". supporting information. p. 1598 - 1601. Retrieved 2019/03/11.