Benzenamine, N-[1-phenyl-3-(trimethylsilyl)-2-propynylidene]-

Base Information

• Chemical Name: Benzenamine, N-[1-phenyl-3-(trimethylsilyl)-2-propynylidene]-
• CAS No.: 77123-64-9
• Molecular Formula: C18H19NSi
• Molecular Weight: 277.441
• Mol file: 77123-64-9.mol

Synonyms:

Chemical Property of Benzenamine, N-[1-phenyl-3-(trimethylsilyl)-2-propynylidene]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenamine, N-[1-phenyl-3-(trimethylsilyl)-2-propynylidene]-

There total 8 articles about Benzenamine, N-[1-phenyl-3-(trimethylsilyl)-2-propynylidene]- 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: 91.0%

N-phenyl benzoyl amide (93-98-1,5705-51-1) + copper(I) (trimethylsilyl)acetylide (53210-13-2) → N-[1-phenyl-3-(trimethylsilyl)prop-2-ynylidene]benzenamine (77123-64-9)

Guidance literature:

N-phenyl benzoyl amide; With 2-chloropyridine; In dichloromethane; at -78 ℃; for 0.166667h; Inert atmosphere;

With trifluoromethylsulfonic anhydride; In dichloromethane; at -78 ℃; for 0.283333h; Inert atmosphere;

copper(I) (trimethylsilyl)acetylide; In tetrahydrofuran; dichloromethane; at -78 - 20 ℃; for 0.583333h; Inert atmosphere;

DOI:10.15227/orgsyn.085.0088

Reference yield: 80.0%

phenylmagnesium bromide + N-Phenyl-3-trimethylsilanyl-propynimidothioic acid phenyl ester (124828-80-4) → N-[1-phenyl-3-(trimethylsilyl)prop-2-ynylidene]benzenamine (77123-64-9)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In diethyl ether; benzene; at 50 ℃;

Reference yield: 78.3%

N-phenyl-benzimidoyl chloride (4903-36-0) + trimethylsilylacetylene (1066-54-2) → N-[1-phenyl-3-(trimethylsilyl)prop-2-ynylidene]benzenamine (77123-64-9)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; at 80 ℃; for 2h;

DOI:10.1021/jo00324a015

upstream raw materials:

N-Phenyl-3-trimethylsilanyl-propynimidothioic acid phenyl ester

N-phenyl-benzimidoyl chloride

trimethylsilylacetylene

N-phenyl phenylthioimidoyl chloride

Downstream raw materials:

4-nitryl-N-(2-phenyl-4-quinolinyl)-benzenesulfonamide

4-bromo-N-(2-phenyl-4-quinolinyl)-benzenesulfonamide

N-(2-phenyl-4-quinolinyl)-benzenesulfonamide

4-methyl-N-(2-phenyl-4-quinolinyl)-benzenesulfonamide

Refernces

• 1、 Cheng, Guolin,Cui, Xiuling. "Efficient approach to 4-sulfonamidoquinolines via copper(I)-catalyzed cascade reaction of sulfonyl azides with alkynyl imines". supporting information. p. 1480 - 1483. Retrieved 2013/06/26.
• 2、 Ito, Yoshihiko,Inouye, Masahiko,Murakami, Masahiro. "Synthesis of Unsymmetrical Dialkynyl Imines. Stepwise Coupling of N-Phenyl Phenylthioimidoyl Chloride with Alkyltin Compounds". . p. 1261 - 1264. Retrieved 2007/10/02.