N-[1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ylidene]benzenamine

Base Information

• Chemical Name: N-[1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ylidene]benzenamine
• CAS No.: 77123-64-9
• Molecular Formula: C18H19NSi
• Molecular Weight: 277.441
• DSSTox Substance ID: DTXSID001183146
• Nikkaji Number: J2.307.375G

Synonyms:DTXSID001183146;77123-64-9;N-[1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ylidene]benzenamine

Chemical Property of N-[1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ylidene]benzenamine

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 277.128676145
• Heavy Atom Count: 20
• Complexity: 392

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC(=NC1=CC=CC=C1)C2=CC=CC=C2

Technology Process of N-[1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ylidene]benzenamine

There total 8 articles about N-[1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ylidene]benzenamine 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

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