N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine

Base Information

• Chemical Name: N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine
• CAS No.: 609769-63-3
• Molecular Formula: C₂₂H₁₉NO₂S
• Molecular Weight: 361.464
• Mol file: 609769-63-3.mol

Synonyms:N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine

Chemical Property of N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine

Chemical Property:

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Nitrogen-substituted alkynes are strongly polarized alkynes and highly reactive building blocks which have been used for the design of a wide number of transformations. Precursor of highly reactive keteniminium ions and useful reagent for asymmetric synthesis.

Technology Process of N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine

There total 20 articles about N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine 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: 99.0%

N-benzyl-p-toluenesulfonamide (1576-37-0) + 1-Bromo-2-phenylacetylene (932-87-6) → N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine (609769-63-3)

Guidance literature:

With potassium phosphate; 1,10-Phenanthroline; copper(II) sulfate;

DOI:10.1016/j.tetlet.2006.02.141

Reference yield: 99.0%

(1,2-dibromovinyl)benzene (6607-46-1) + N-benzyl-p-toluenesulfonamide (1576-37-0) → N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine (609769-63-3)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In tetrahydrofuran; at 80 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2012.09.092

Reference yield: 83.0%

2,2-dibromostyrene (7436-90-0) + N-benzyl-p-toluenesulfonamide (1576-37-0) → N-benzyl-N-(p-toluenesulfonyl)-2-phenylethynylamine (609769-63-3)

Guidance literature:

With copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 60 ℃; for 24h; regioselective reaction; Inert atmosphere;

upstream raw materials:

N-benzyl-p-toluenesulfonamide

1-Bromo-2-phenylacetylene

iodobenzene

N-benzyl-N-ethynyl-4-methyl-benzenesulfonamide

Downstream raw materials:

N-benzyl-2-oxo-2-phenyl-N-p-toluenesulfonylacetamide

(Z)-N-benzyl-N-[2-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-4-methylbenzenesulfonamide