(Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate

Base Information

• Chemical Name: (Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate
• CAS No.: 1325714-28-0
• Molecular Formula: C₂₀H₁₈ClNO₂
• Molecular Weight: 339.821
• Mol file: 1325714-28-0.mol

Synonyms:(Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate

Chemical Property of (Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate

There total 5 articles about (Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate 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: 72.0%

iodobenzene (591-50-4) + (Z)-ethyl 3-(4-chlorophenyl)-3-(prop-2-ynylamino)acrylate (1325714-39-3) → (Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate (1325714-28-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; Inert atmosphere;

DOI:10.1021/ja206580j

Reference yield:

ethyl 3-(4-chlorophenyl)propiolate (20026-96-4) → (Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate (1325714-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 60 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; ethanol; 2: Sonogashira coupling;

DOI:10.1021/ja206580j

Reference yield:

propynoic acid ethyl ester (623-47-2) → (Z)-ethyl 3-(4-chlorophenyl)-3-(3-phenylprop-2-ynylamino)acrylate (1325714-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / tetrahydrofuran / 0.17 h / 20 °C

1.2: 75 °C / Inert atmosphere

2.1: ethanol / 24 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In tetrahydrofuran; ethanol;

DOI:10.1002/adsc.202000756

upstream raw materials:

iodobenzene

(Z)-ethyl 3-(4-chlorophenyl)-3-(prop-2-ynylamino)acrylate

ethyl 3-(4-chlorophenyl)propiolate

propynoic acid ethyl ester

Downstream raw materials:

ethyl 4-benzoyl-2-(4-chlorophenyl)-1H-pyrrole-3-carboxylate