N-[1-(2-chlorophenyl)ethenyl]acetamide

Base Information

• Chemical Name: N-[1-(2-chlorophenyl)ethenyl]acetamide
• CAS No.: 349537-53-7
• Molecular Formula: C10H10ClNO
• Molecular Weight: 195.648
• DSSTox Substance ID: DTXSID001282566
• Nikkaji Number: J1.568.389I
• Mol file: 349537-53-7.mol

Synonyms:N-[1-(2-chlorophenyl)ethenyl]acetamide;DTXSID001282566;349537-53-7

Chemical Property of N-[1-(2-chlorophenyl)ethenyl]acetamide

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.0450916
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC(=C)C1=CC=CC=C1Cl

Technology Process of N-[1-(2-chlorophenyl)ethenyl]acetamide

There total 4 articles about N-[1-(2-chlorophenyl)ethenyl]acetamide 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: 63.0%

acetylaminoethylene (5202-78-8,28408-65-3) + 2-chlorophenyl triflate (66107-36-6) → 1-acetylamino-1-(2'-chlorophenyl)ethene (349537-53-7)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1016/j.tetlet.2004.10.063

Reference yield: 57.0%

1-(2-chlorophenyl)ethanone oxime (7147-44-6) + acetic anhydride (108-24-7) → 1-acetylamino-1-(2'-chlorophenyl)ethene (349537-53-7)

Guidance literature:

With Rh on carbon; hydrogen; In toluene; at 20 ℃; for 10h; under 750.075 Torr;

DOI:10.1021/ol802665v

Reference yield:

1-(2-chlorophenyl)ethanone (2142-68-9) → 1-acetylamino-1-(2'-chlorophenyl)ethene (349537-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium acetate / methanol / 2 h / 60 °C

2: iron; acetic acid / toluene / 70 °C / Inert atmosphere

With hydroxylamine hydrochloride; sodium acetate; iron; acetic acid; In methanol; toluene;

DOI:10.1039/c4cc04072d

upstream raw materials:

acetylaminoethylene

2-chlorophenyl triflate

2-monochlorophenol

1-(2-chlorophenyl)ethanone oxime

Downstream raw materials:

C₁₆H₁₄ClNO₂S

(Z)-N-(1-(2-chlorophenyl)-4-(triisopropylsilyl)but-1-en-3-yn-1-yl)acetamide

2-(2-chlorophenyl)-2-oxoethyl acetate