N-Methyl-N-(4-nitrophenyl)acetamide

Base Information

• Chemical Name: N-Methyl-N-(4-nitrophenyl)acetamide
• CAS No.: 121-95-9
• Molecular Formula: C9H10 N2 O3
• Molecular Weight: 194.19
• Hs Code.: 2924299090
• European Community (EC) Number: 204-511-1
• NSC Number: 5412
• DSSTox Substance ID: DTXSID50923634
• Nikkaji Number: J37.687F
• Wikidata: Q82897652
• Mol file: 121-95-9.mol

Synonyms:N-Methyl-N-(4-nitrophenyl)acetamide;121-95-9;N-Methyl-N-(4-nitro-phenyl)-acetamide;Acetamide, N-methyl-N-(4-nitrophenyl)-;EINECS 204-511-1;AI3-23881;4-Nitro-N-methylacetanilide;NSC5412;N-methylparanitroacetanilide;N-Methyl-p-nitroacetanilide;p-Nitro-N-methylacetanilide;4'-Nitro-N-methyacetanilide;N-Methyl-4'-nitroacetanilide;SCHEMBL2103568;DTXSID50923634;Acetanilide, N-methyl-4'-nitro-;NSC 5412;NSC-5412;AB9768;MFCD00035947;AKOS005070040;CS-0011711;FT-0680179;1Y-0609;A804817;W-109452;N-Methyl-N-(4-nitrophenyl)acetamide (Nintedanib Impurity)

Chemical Property of N-Methyl-N-(4-nitrophenyl)acetamide

Chemical Property:

• Vapor Pressure: 7.54E-05mmHg at 25°C
• Melting Point: 153-154°
• Boiling Point: 342.4°Cat760mmHg
• Flash Point: 160.9°C
• PSA: 66.13000
• Density: 1.27g/cm³
• LogP: 2.10070
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98% ^*data from raw suppliers

N-Methyl-N-(4-nitrophenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N(C)C1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of N-Methyl-N-(4-nitrophenyl)acetamide

There total 10 articles about N-Methyl-N-(4-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: 82.0%

bis(1-methyl-1-phenylethyl)peroxide (80-43-3) + N-(4-Nitrophenyl)acetamide (104-04-1) → N-methyl-4-nitroacetanilide (121-95-9)

Guidance literature:

With copper(l) chloride; In chlorobenzene; at 130 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1021/ol401362k

Reference yield: 50.0%

acetic anhydride (108-24-7) + N,N-Dimethyl-4-nitroaniline (100-23-2) → N-methyl-4-nitroacetanilide (121-95-9)

Guidance literature:

With oxygen; copper diacetate; at 100 ℃; for 36h; Schlenk technique; Sealed tube;

DOI:10.1039/c5cc07454a

Reference yield: 40.7%

acetyl chloride (75-36-5) + N-methyl(p-nitroaniline) (100-15-2) → N-methyl-4-nitroacetanilide (121-95-9)

Guidance literature:

With pyridine; In tetrahydrofuran; at 0 ℃; for 3h;

upstream raw materials:

N-acetyl-N-methylaniline

acetic anhydride

N-methyl(p-nitroaniline)

N,N-Dimethyl-4-nitroaniline

Downstream raw materials:

4-(N-methylacetamido)aniline

N-methyl(p-nitroaniline)

N-methyl-N-nitroso-4-nitroaniline

N-Methyl-4-nitro-thioacetanilid

Refernces

• 1、 Gao, Yang,Mao, Yuanyou,Zhang, Biwei,Zhan, Yingying,Huo, Yanping. "Regioselective nitration of anilines with Fe(NO3)3·9H2O as a promoter and a nitro source". supporting information. p. 3881 - 3884. Retrieved 2018/06/08.
• 2、 Lu, Yang,Li, Yaming,Zhang, Rong,Jin, Kun,Duan, Chunying. "Regioselective ortho-nitration of N-phenyl carboxamides and primary anilines using bismuth nitrate/acetic anhydride". supporting information. p. 9422 - 9427. Retrieved 2013/10/08.