2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline

Base Information

• Chemical Name: 2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline
• CAS No.: 440363-04-2
• Molecular Formula: C₁₂H₁₄F₃NSi
• Molecular Weight: 257.331
• Mol file: 440363-04-2.mol

Synonyms:2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline

Chemical Property of 2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline

Chemical Property:

Purity/Quality:

More than 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline

There total 4 articles about 2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline 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%

2-iodo-4-(trifluoromethyl)aniline (163444-17-5) + trimethylsilylacetylene (1066-54-2) → 2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline (440363-04-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 20h;

DOI:10.3987/com-01-9411

Reference yield:

4-trifluoromethylphenylamine (455-14-1) → 2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline (440363-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ICl / dimethylformamide / 0.5 h / 20 °C

2: CuI; Et₃N / PdCl₂(PPh₃)2 / tetrahydrofuran / 1 h / 20 °C

With copper(l) iodide; Iodine monochloride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Sonogashira reaction;

DOI:10.1055/s-2005-922790

Reference yield:

2,2,2-trifluoro-N-(2-iodo-4-(trifluoromethyl)phenyl)acetamide (878133-04-1) → 2-(2-trimethylsilylethynyl)-4-trifluoromethylaniline (440363-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. K₂CO₃ / methanol / 24 h / 50 °C

2: CuI; Et₃N / PdCl₂(PPh₃)2 / tetrahydrofuran / 1 h / 20 °C

With copper(l) iodide; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; 2: Sonogashira reaction;

DOI:10.1055/s-2005-922790

upstream raw materials:

2-iodo-4-(trifluoromethyl)aniline

trimethylsilylacetylene

2,2,2-trifluoro-N-(2-iodo-4-(trifluoromethyl)phenyl)acetamide

4-trifluoromethylphenylamine

Downstream raw materials:

N-(2-(2,2-dibromoacetyl)-4-(trifluoromethyl)phenyl)acetamide

N-(2-(2-bromoacetyl)-4-(trifluoromethyl)phenyl)acetamide

C₁₁H₈F₃NO

N-(4-(trifluoromethyl)-2-((trimethylsilyl)ethynyl)-phenyl)acetamide

Refernces

• 1、 Puli, Venkat Swamy,Kilaru, Suresh,Bhongiri, Yadagiri,Marri, Sreenath Reddy,Tripathi, Anuj,Chetti, Prabhakar,Chatterjee, Anindita,Vukoti, Kiran Kumar,Pola, Someshwar. "New indolo[1,2-c]quinazolines for single-crystal field-effect transistor: A united experimental and theoretical studies". . . Retrieved 2021/08/30.
• 2、 Wang, Ya,Zhou, Yao,Ma, Xingxing,Song, Qiuling. "Solvent-Dependent Cyclization of 2-Alkynylanilines and ClCF2COONa for the Divergent Assembly of N-(Quinolin-2-yl)amides and Quinolin-2(1 H)-ones". supporting information. p. 5599 - 5604. Retrieved 2021/08/01.