N-(4-Ethynylphenyl)benzamide

Base Information

• Chemical Name: N-(4-Ethynylphenyl)benzamide
• CAS No.: 138282-12-9
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• DSSTox Substance ID: DTXSID201308823
• Nikkaji Number: J1.417.377C
• Mol file: 138282-12-9.mol

Synonyms:N-(4-Ethynylphenyl)benzamide;138282-12-9;Benzamide, N-(4-ethynylphenyl)-;SCHEMBL14072817;DTXSID201308823

Chemical Property of N-(4-Ethynylphenyl)benzamide

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)NC(=O)C2=CC=CC=C2

Technology Process of N-(4-Ethynylphenyl)benzamide

There total 4 articles about N-(4-Ethynylphenyl)benzamide 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: 90.0%

N-(4-(2-(trimethylsilyl)ethynyl)phenyl)benzamide → N-(4-ethynylphenyl)benzamide (138282-12-9)

Guidance literature:

With potassium fluoride; In water; N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.cclet.2016.04.019

Reference yield: 90.0%

4-Ethynylaniline (14235-81-5) + benzoyl chloride (98-88-4) → N-(4-ethynylphenyl)benzamide (138282-12-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113514

Reference yield:

N-(4-bromophenyl)benzamide (7702-38-7) → N-(4-ethynylphenyl)benzamide (138282-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(triphenylphosphine)palladium(II) dichloride; copper(l) iodide; triethylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

2: potassium carbonate / methanol / 3 h / 20 °C / Inert atmosphere

With copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1021/ol503025n

upstream raw materials:

4-Ethynylaniline

benzoyl chloride

N-(4-bromophenyl)benzamide

benzoic acid

Downstream raw materials:

N-(4-cyanophenyl)benzamide

N-(4-acetylphenyl)benzamide