3',4'-Dichlorophenylacetanilide

Base Information

• Chemical Name: 3',4'-Dichlorophenylacetanilide
• CAS No.: 27816-82-6
• Molecular Formula: C14H11Cl2NO
• Molecular Weight: 280.15
• Hs Code.: 2924299090
• NSC Number: 204444
• DSSTox Substance ID: DTXSID00182133
• Nikkaji Number: J418.107G
• ChEMBL ID: CHEMBL299382
• Mol file: 27816-82-6.mol

Synonyms:3',4'-Dichlorophenylacetanilide;27816-82-6;N-(3,4-Dichlorophenyl)-2-phenylacetamide;Benzeneacetamide, N-(3,4-dichlorophenyl)-;NSC204444;TimTec1_000531;CHEMBL299382;SCHEMBL15757807;DTXSID00182133;WOLDJAKASQLODM-UHFFFAOYSA-N;HMS1535I03;MFCD00043753;STK072420;AKOS000385383;NSC 204444;NSC-204444;FT-0614256;N-(3,4-Dichlorophenyl)-2-phenylacetamide #;AK-968/41115406;SR-01000200718;SR-01000200718-1;BRD-K91767729-001-01-7;Z28128423

Chemical Property of 3',4'-Dichlorophenylacetanilide

Chemical Property:

• Melting Point: 132 °C
• Boiling Point: 469.6 °C at 760 mmHg
• PKA: 13.45±0.70(Predicted)
• Flash Point: 237.8 °C
• PSA: 29.10000
• Density: 1.352 g/cm³
• LogP: 4.24760
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 279.0217694
• Heavy Atom Count: 18
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

3',4'-Dichlorophenylacetanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)NC2=CC(=C(C=C2)Cl)Cl

Technology Process of 3',4'-Dichlorophenylacetanilide

There total 3 articles about 3',4'-Dichlorophenylacetanilide 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: 68.0%

→ N-(3,4-dichloro-phenyl)-2-phenyl-acetamide (27816-82-6)

Guidance literature:

With thionyl chloride; In tetrahydrofuran; at 0 - 80 ℃; for 0.25h; Inert atmosphere;

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield:

m,p-dichloroaniline (95-76-1) + phenylacetyl chloride (103-80-0) → N-(3,4-dichloro-phenyl)-2-phenyl-acetamide (27816-82-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm301565b

Reference yield:

phenylacetic acid (103-82-2) → N-(3,4-dichloro-phenyl)-2-phenyl-acetamide (27816-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide; oxalyl dichloride / tetrahydrofuran / 0.25 h / 0 - 80 °C / Inert atmosphere

2: triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran;

DOI:10.1021/jm301565b

upstream raw materials:

phenylacetic acid

m,p-dichloroaniline

phenylacetyl chloride

Downstream raw materials:

3-chloro-1-(3,4-dichloro-phenyl)-4-phenyl-pyrrole-2,5-dione

1-(3,4-dichloro-phenyl)-3-morpholin-4-yl-4-phenyl-pyrrole-2,5-dione

1-(3,4-dichloro-phenyl)-3-hydroxy-4-phenyl-pyrrole-2,5-dione

Refernces

• 1、 Budke, Brian,Kalin, Jay H.,Pawlowski, Michal,Zelivianskaia, Anna S.,Wu, Megan,Kozikowski, Alan P.,Connell, Philip P.. "An optimized RAD51 inhibitor that disrupts homologous recombination without requiring michael acceptor reactivity". . p. 254 - 263. Retrieved 2013/02/23.