2-Chloro-N-(2,6-dichlorophenyl)-N-phenylacetamide

Base Information

• Chemical Name: 2-Chloro-N-(2,6-dichlorophenyl)-N-phenylacetamide
• CAS No.: 15308-01-7
• Molecular Formula: C14H10Cl3NO
• Molecular Weight: 314.599
• Hs Code.: 2924299090
• European Community (EC) Number: 239-350-6
• UNII: ZA3DY2Z4ZR
• DSSTox Substance ID: DTXSID10165215
• Nikkaji Number: J30.972I
• Wikidata: Q83034350
• Mol file: 15308-01-7.mol

Synonyms:2-Chloro-N-(2,6-dichlorophenyl)-N-phenylacetamide;15308-01-7;Acetamide, 2-chloro-N-(2,6-dichlorophenyl)-N-phenyl-;C14H10Cl3NO;ZA3DY2Z4ZR;EINECS 239-350-6;2,2',6'-Trichloro-N-phenylacetanilide;EC 239-350-6;UNII-ZA3DY2Z4ZR;SCHEMBL9640442;DTXSID10165215;BCP24502;MFCD00437681;STL328517;AKOS015918241;DS-5214;N-(2,6-Dichlorophenyl)-N-phenylchloroacetamide;N-(Chloroacetyl)-2,6-dichlorodiphenylamine;CS-0186619;FT-0653212;N-Chloroacetyl-N-phenyl-2,6-dichloroaniline;F31124;N-(2,6-Dichlorophenyl)-alpha-chloroacetanilide;2-Chloro-N-(2,6-Dichlorophenyl)-N-Phenyl-Acetamide;2-Chloro-N-(2,6-dichlorophenyl)-N-phenylacetamide #

Chemical Property of 2-Chloro-N-(2,6-dichlorophenyl)-N-phenylacetamide

Chemical Property:

• Appearance/Colour: White to off white crystalline powder
• Vapor Pressure: 1.18E-09mmHg at 25°C
• Melting Point: 143-145 °C
• Refractive Index: 1.633
• Boiling Point: 487.5 °C at 760 mmHg
• PKA: -5.47±0.50(Predicted)
• Flash Point: 248.6 °C
• PSA: 20.31000
• Density: 1.411 g/cm³
• LogP: 4.89690
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 312.982797
• Heavy Atom Count: 19
• Complexity: 297

Purity/Quality:

99.9% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=C(C=CC=C2Cl)Cl)C(=O)CCl
• Uses: 2-Chloro-N-(2,6-dichlorophenyl)-N-phenylacetamide is used as a reactant in the preparation of 1-(2,6-dichlorophenyl)-3-methylene-1,3-dihydro-indol-2-one derivatives with in vitro cytotoxic activity on SW620 colon cancer cell lines.

Technology Process of 2-Chloro-N-(2,6-dichlorophenyl)-N-phenylacetamide

There total 7 articles about 2-Chloro-N-(2,6-dichlorophenyl)-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: 86.0%

N-phenyl-2,6-dichloroaniline (15307-93-4) + chloroacetyl chloride (79-04-9) → 2-chloro-N-(2',6'-dichlorophenyl)-N-phenylacetamide (15308-01-7)

Guidance literature:

at 106 - 110 ℃; for 2h;

DOI:10.1007/BF02218926

Reference yield:

2,2,6,6-tetrachlorocyclohexanone (3776-30-5) → 2-chloro-N-(2',6'-dichlorophenyl)-N-phenylacetamide (15308-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / TiCl₄ / toluene / 2 h / 20 °C

2: Et₃N / dimethylformamide / 5 h / 95 - 100 °C

3: 86 percent / 2 h / 106 - 110 °C

With triethylamine; titanium tetrachloride; In N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Dehydrochlorination / 3: Acetylation;

DOI:10.1007/BF02218926

Reference yield:

aniline (62-53-3) → 2-chloro-N-(2',6'-dichlorophenyl)-N-phenylacetamide (15308-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / TiCl₄ / toluene / 2 h / 20 °C

2: Et₃N / dimethylformamide / 5 h / 95 - 100 °C

3: 86 percent / 2 h / 106 - 110 °C

With triethylamine; titanium tetrachloride; In N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Dehydrochlorination / 3: Acetylation;

DOI:10.1007/BF02218926

upstream raw materials:

N-phenyl-2,6-dichloroaniline

chloroacetyl chloride

2,2,6,6-tetrachlorocyclohexanone

aniline

Downstream raw materials:

1-{[(2,6-dichlorophenyl)-3-(4-chlorophenyl)]methylene}-1,3-dihydroindol-2-one

1-{[(2,6-dichlorophenyl)-3-(4-fluorophenyl)]methylene}-1,3-dihydroindol-2-one

1-{[(2,6-dichlorophenyl)-3-(4-hydroxyphenyl)]methylene}-1,3-dihydroindol-2-one

1-{[(2,6-dichlorophenyl)-3-(4-(dimethylamino)phenyl)]methylene}-1,3-dihydroindol-2-one

Refernces

• 1、 -. "Preparation method of 2-[(2, 6-dichlorophenyl) amino] sodium phenylacetate". Paragraph 0034-0045. . Retrieved 2020/05/30.
• 2、 Virsodia, Vijay,Manvar, Atul,Upadhyay, Kuldip,Loriya, Rajesh,Karia, Denish,Jaggi, Manu,Singh, Anu,Mukherjee, Rama,Shaikh, Mushtaque S.,Coutinho, Evans C.,Shah, Anamik. "Synthesis of 1-(2,6-dichlorophenyl)-3-methylene-1,3-dihydro-indol-2-one derivatives and in vitro anticancer evaluation against SW620 colon cancer cell line". scheme or table. p. 1355 - 1362. Retrieved 2009/09/27.