Acetamide, N-[2-(phenylethynyl)phenyl]-

Base Information

• Chemical Name: Acetamide, N-[2-(phenylethynyl)phenyl]-
• CAS No.: 26385-33-1
• Molecular Formula: C16H13NO
• Molecular Weight: 235.285
• DSSTox Substance ID: DTXSID60372770
• Nikkaji Number: J270.274F
• Wikidata: Q82160641
• Mol file: 26385-33-1.mol

Synonyms:Acetamide, N-[2-(phenylethynyl)phenyl]-;2-(acetamido)tolan;26385-33-1;2'-(Phenylethynyl)acetoanilide;SCHEMBL2231380;DTXSID60372770;DQFSUQYFFXVNRP-UHFFFAOYSA-N;N-(2-Phenylethynyl-phenyl)-acetamide;AKOS004904830

Chemical Property of Acetamide, N-[2-(phenylethynyl)phenyl]-

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 235.099714038
• Heavy Atom Count: 18
• Complexity: 343

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC=C1C#CC2=CC=CC=C2

Technology Process of Acetamide, N-[2-(phenylethynyl)phenyl]-

There total 18 articles about Acetamide, N-[2-(phenylethynyl)phenyl]- 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: 98.0%

2-phenylethynylaniline (13141-38-3) + acetyl chloride (75-36-5) → N-[2-(2-phenylethynyl)phenyl]acetamide (26385-33-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2018.09.009

Reference yield: 98.0%

o-iodoacetanilide (19591-17-4) + phenylacetylene (536-74-3) → N-[2-(2-phenylethynyl)phenyl]acetamide (26385-33-1)

Guidance literature:

With Pd-Cu/C; ethanolamine; triphenylphosphine; In water; at 80 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.3762/bjoc.9.160

Reference yield: 94.2%

N-acetyl-2-bromoaniline (614-76-6) + tributylstannylethynylbenzene (3757-88-8) → N-[2-(2-phenylethynyl)phenyl]acetamide (26385-33-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 100 ℃; for 5h;

DOI:10.1021/jo00286a014

upstream raw materials:

iodobenzene

N-acetyl-2-<(trimethylsilyl)ethynyl>aniline

N-acetyl-2-bromoaniline

tributylstannylethynylbenzene

Downstream raw materials:

2-phenyl-indole

2-Methyl-4-benzyliden-4H-3,1-benzoxazine

1-(2-phenylindol-1-yl)ethanone

(Z)-4-benzylidene-2-methyl-4H-benzo[d][1,3]oxazine