N-(4-chloro-2-nitrophenyl)acetamide

Base Information

• Chemical Name: N-(4-chloro-2-nitrophenyl)acetamide
• CAS No.: 881-51-6
• Molecular Formula: C8H7ClN2O3
• Molecular Weight: 214.608
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40383081
• Nikkaji Number: J89.934H
• Wikidata: Q72455915
• Mol file: 881-51-6.mol

Synonyms:N-(4-chloro-2-nitrophenyl)acetamide;881-51-6;N-ACETYL-N-(4-CHLORO-2-NITROPHENYL)ACETAMIDE;N-{4-chloro-2-nitrophenyl}acetamide;4'-chloro-2'-nitroacetanilide;4-CHLORO-2-NITROACETANILIDE;CERIUMZIRCONIUMOXIDE;SCHEMBL10712446;DTXSID40383081;QWDUNBOWGVRUCG-UHFFFAOYSA-N;2-acetylamino-5-chloronitrobenzene;Acetanilide, 4'-chloro-2'-nitro-;MFCD00186301;STK366273;AKOS000507364;Acetamide, N-(4-chloro-2-nitrophenyl)-;CS-0313839;A51117;A842485;AE-848/01518044;F3096-1146

Chemical Property of N-(4-chloro-2-nitrophenyl)acetamide

Chemical Property:

• Vapor Pressure: 1.39E-06mmHg at 25°C
• Melting Point: 101 °C
• Refractive Index: 1.628
• Boiling Point: 399.2 °C at 760 mmHg
• PKA: 12.96±0.70(Predicted)
• Flash Point: 195.2 °C
• PSA: 74.92000
• Density: 1.466 g/cm³
• LogP: 2.80280
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 214.0145198
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

98%min ^*data from raw suppliers

N-(4-Chloro-2-nitrophenyl)acetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)Cl)[N+](=O)[O-]
• Uses: N-(4-Chloro-2-nitrophenyl)acetamide can be used to synthesize many quinoxaline derivatives.

Technology Process of N-(4-chloro-2-nitrophenyl)acetamide

There total 16 articles about N-(4-chloro-2-nitrophenyl)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: 99.5%

o-nitroacetanilide (552-32-9) → N-(4-chloro-2-nitrophenyl)-acetamide (881-51-6)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; In acetonitrile; at 20 - 25 ℃; for 0.666667h; Green chemistry;

DOI:10.1016/j.tetlet.2020.152689

Reference yield: 99.0%

N-(4-chlorophenyl)acetamide (539-03-7) → N-(4-chloro-2-nitrophenyl)-acetamide (881-51-6)

Guidance literature:

With ammonium molybdate; water; nitric acid; In chloroform; for 6h; Heating;

DOI:10.1246/cl.2000.48

Reference yield: 99.0%

trimethylsilyl acetate (2754-27-0) + 4-Chloro-2-nitroaniline (89-63-4) → N-(4-chloro-2-nitrophenyl)-acetamide (881-51-6)

Guidance literature:

With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride; In dichloromethane; for 20h; Ambient temperature;

DOI:10.1246/cl.1993.1053

upstream raw materials:

4-chloroanilinium nitrate

acetic anhydride

N-(4-chlorophenyl)acetamide

4-Chloro-2-nitroaniline

Downstream raw materials:

N-(2-amino-4-chlorophenyl)acetamide

4-Chloro-2-nitroaniline

6-chloro-8-nitroquinoline

5-chloro-1H-benzoimidazole-2-thiol

Refernces

• 1、 Misal, Balu,Palav, Amey,Ganwir, Prerna,Chaturbhuj, Ganesh. "Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)". supporting information. . Retrieved 2021/01/04.
• 2、 Vodnala, Nagaraju,Gujjarappa, Raghuram,Polina, Saibabu,Satheesh, Vanaparthi,Kaldhi, Dhananjaya,Kabi, Arup K.,Malakar, Chandi C.. "An organocatalytic C-C bond cleavage approach: A metal-free and peroxide-free facile method for the synthesis of amide derivatives". supporting information. p. 20940 - 20944. Retrieved 2020/12/31.