N-(2,6-Dimethylphenyl)-4-nitrobenzamide

Base Information

• Chemical Name: N-(2,6-Dimethylphenyl)-4-nitrobenzamide
• CAS No.: 64594-44-1
• Molecular Formula: C15H14N2O3
• Molecular Weight: 270.288
• European Community (EC) Number: 668-714-0
• DSSTox Substance ID: DTXSID90983212
• Nikkaji Number: J663.193B
• Wikidata: Q82970117
• ChEMBL ID: CHEMBL112463
• Mol file: 64594-44-1.mol

Synonyms:N-(2,6-Dimethylphenyl)-4-nitrobenzamide;64594-44-1;N-(2,6-Dimethylphenyl)-4-nitro-benzamide;CBMicro_009799;Oprea1_305603;CHEMBL112463;SCHEMBL7367686;DTXSID90983212;SMSF0005397;2',6'-Dimethyl-4-nitrobenzanilide;STK037318;AKOS003245273;CB12641;N-(2,6-Dimethylphenyl)-p-nitrobenzamide;4-nitro-N-(2,6-dimethylphenyl) benzamide;4-nitro-N-(2,6-dimethylphenyl)-benzamide;BIM-0009764.P001;N-(2,6-Dimethylphenyl)-4-nitrobenzamide #;SR-01000200934;SR-01000200934-1

Chemical Property of N-(2,6-Dimethylphenyl)-4-nitrobenzamide

Chemical Property:

• Vapor Pressure: 2.66E-05mmHg at 25°C
• Refractive Index: 1.644
• Boiling Point: 357.8 °C at 760 mmHg
• Flash Point: 170.2 °C
• Density: 1.27 g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 270.10044231
• Heavy Atom Count: 20
• Complexity: 349

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of N-(2,6-Dimethylphenyl)-4-nitrobenzamide

There total 5 articles about N-(2,6-Dimethylphenyl)-4-nitrobenzamide 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: 78.0%

4-nitro-benzoyl chloride (122-04-3) + 2,6-dimethylaniline (87-62-7) → 4-Nitro-N-(2,6-dimethylphenyl)benzamide (64594-44-1)

Guidance literature:

With pyridine; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1021/jm9608772

Reference yield: 54.0%

4-Nitro-benzoic acid 6-imino-1,5-dimethyl-cyclohexa-2,4-dienyl ester (72725-89-4) → 4-Nitro-N-(2,6-dimethylphenyl)benzamide (64594-44-1)

Guidance literature:

With potassium cyanide; water; In N,N-dimethyl-formamide; for 24h;

DOI:10.1021/jo01295a005

Reference yield:

4-nitro-benzoic acid (62-23-7) → 4-Nitro-N-(2,6-dimethylphenyl)benzamide (64594-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: Na₂CO₃ / diethyl ether

With thionyl chloride; sodium carbonate; In diethyl ether;

DOI:10.1039/b210106h

upstream raw materials:

4-nitro-benzoyl chloride

2,6-dimethylaniline

4-Nitro-benzoic acid 6-imino-1,5-dimethyl-cyclohexa-2,4-dienyl ester

4-nitro-benzoic acid

Downstream raw materials:

N-(2,6-dimethylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)furo[3,2-d]pyrimidin-2-yl)amino)benzamide

N-(2,6-dimethylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[2,3-d]pyrimidin-2-yl)amino)benzamide

N-(2,6-dimethylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)thieno[3,2-d]pyrimidin-2-yl)amino)benzamide

N-(2,6-dimethylphenyl)-4-((4-(4-(trifluoromethoxy)phenyl)-5H-pyrrolo[3,2-d]pyrimidin-2-yl)amino)benzamide

Refernces

• 1、 Al-Shawabkeh, Jumana D.,Al-Nadaf, Afaf H.,Dahabiyeh, Lina A.,Taha, Mutasem O.. "Design, synthesis and structure-activity relationship of new HSL inhibitors guided by pharmacophore models". . p. 127 - 145. Retrieved 2014/03/21.
• 2、 Zhang, Xuan,Liu, Chun-Hua,Liu, Li-Hong,Wu, Fang-Ying,Guo, Lin,Sun, Xiang-Ying,Wang, Chao-Jie,Jiang, Yun-Bao. "Intramolecular charge transfer with N-benzoylaminonaphthalenes. 1-Aminonaphthalene versus 2-aminonaphthalene as electron donors". . p. 728 - 732. Retrieved 2007/10/03.