2-ethynylbenzyl(phenyl)carbamyl chloride

Base Information

• Chemical Name: 2-ethynylbenzyl(phenyl)carbamyl chloride
• CAS No.: 324738-54-7
• Molecular Formula: C₁₆H₁₂ClNO
• Molecular Weight: 269.73
• Mol file: 324738-54-7.mol

Synonyms:2-ethynylbenzyl(phenyl)carbamyl chloride

Chemical Property of 2-ethynylbenzyl(phenyl)carbamyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-ethynylbenzyl(phenyl)carbamyl chloride

There total 5 articles about 2-ethynylbenzyl(phenyl)carbamyl chloride 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: 49.0%

phosgene (75-44-5) + N-(2-ethynylbenzyl)aniline (886979-33-5) → 2-ethynylbenzyl(phenyl)carbamyl chloride (324738-54-7)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; toluene; at 0 - 20 ℃; for 0.166667h;

DOI:10.1016/j.jorganchem.2005.11.045

Reference yield:

N-(2-iodophenylmethyl)aniline (76464-90-9) → 2-ethynylbenzyl(phenyl)carbamyl chloride (324738-54-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / triethylamine; copper(I) iodide / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 16 h / 20 °C

2: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 16 h / 20 °C

3: 49 percent / NaHCO₃ / CH₂Cl₂; H₂O; toluene / 0.17 h / 0 - 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Sonogashira reaction;

DOI:10.1016/j.jorganchem.2005.11.045

Reference yield:

N-(2-iodobenzylidene)aniline (39087-82-6) → 2-ethynylbenzyl(phenyl)carbamyl chloride (324738-54-7)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄

2: 92 percent / triethylamine; copper(I) iodide / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 16 h / 20 °C

3: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 16 h / 20 °C

4: 49 percent / NaHCO₃ / CH₂Cl₂; H₂O; toluene / 0.17 h / 0 - 20 °C

With sodium tetrahydroborate; copper(l) iodide; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2: Sonogashira reaction;

DOI:10.1016/j.jorganchem.2005.11.045

upstream raw materials:

phosgene

N-(2-ethynylbenzyl)aniline

N-(2-iodobenzylidene)aniline

2-iodobenzaldehyde