2-(2,6-dichlorophenoxy)-N-phenylacetamide

Base Information

• Chemical Name: 2-(2,6-dichlorophenoxy)-N-phenylacetamide
• CAS No.: 146607-19-4
• Molecular Formula: C₁₄H₁₁Cl₂NO₂
• Molecular Weight: 296.153
• UNII: 6YCH2P4QK2
• Mol file: 146607-19-4.mol

Synonyms:2-(2,6-dichlorophenoxy)-N-phenylacetamide;6YCH2P4QK2;146607-19-4;N-Phenyl-2-(2,6-dichlorophenoxy)acetamide;Acetamide, 2-(2,6-dichlorophenoxy)-N-phenyl-;UNII-6YCH2P4QK2;SCHEMBL9710367;AKOS008394846

Chemical Property of 2-(2,6-dichlorophenoxy)-N-phenylacetamide

Chemical Property:

• Boiling Point: 494.9±35.0 °C(Predicted)
• Density: 1.378±0.06 g/cm3(Predicted)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 295.0166840
• Heavy Atom Count: 19
• Complexity: 285

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(2,6-Dichlorophenoxy)-N-phenylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)COC2=C(C=CC=C2Cl)Cl
• Uses: 2-(2,6-Dichlorophenoxy)-N-phenylacetamide is a related compound of Diclofenac (D436450), a nonsteroidal anti-inflammatory compound and a cyclooxygenase (COX) inhibitor (1,2,3). Diclofenac exhibits anti-inflammatory, analgesic, and antipyretic properties.

Technology Process of 2-(2,6-dichlorophenoxy)-N-phenylacetamide

There total 4 articles about 2-(2,6-dichlorophenoxy)-N-phenylacetamide 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: 91.0%

2,6-Dichlorophenol (87-65-0) + chloroacetyl chloride (79-04-9) + aniline (62-53-3) → 2-(2,6-dichlorophenoxy)-N-phenylacetamide (146607-19-4)

Guidance literature:

chloroacetyl chloride; aniline; In benzene; at 20 ℃; for 3h; Reflux;

2,6-Dichlorophenol; With sodium carbonate; In benzene; at 80 ℃; for 24h; Temperature;

Reference yield: 76.27%

2,6-Dichlorophenol (87-65-0) + N-chloroacetyl-aniline (587-65-5) → 2-(2,6-dichlorophenoxy)-N-phenylacetamide (146607-19-4)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; Reflux;

DOI:10.13005/ojc/370629

Reference yield:

aniline (62-53-3) → 2-(2,6-dichlorophenoxy)-N-phenylacetamide (146607-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate / butanone / 7 - 10 °C / pH 7 - 8

2: potassium iodide; potassium carbonate / acetone / Reflux

With sodium carbonate; potassium carbonate; potassium iodide; In acetone; butanone;

DOI:10.13005/ojc/370629

upstream raw materials:

2,6-Dichlorophenol

chloroacetyl chloride

aniline

N-chloroacetyl-aniline

Downstream raw materials:

N-phenyl-2,6-dichloroaniline

1-(2,6-dichlorophenyl)indolin-2-one

Refernces

• 1、 -. "A synthetic method for diclofenac zinc". Paragraph 0021; 0037-0039. . Retrieved 2017/07/21.