Benzamide, 2-methyl-N-(2-methylphenyl)-

Base Information

• Chemical Name: Benzamide, 2-methyl-N-(2-methylphenyl)-
• CAS No.: 22978-49-0
• Molecular Formula: C15H15NO
• Molecular Weight: 225.29
• Hs Code.: 2924299090
• European Community (EC) Number: 881-524-4
• DSSTox Substance ID: DTXSID40177523
• Nikkaji Number: J1.477.621D
• Wikidata: Q83047857
• Mol file: 22978-49-0.mol

Synonyms:22978-49-0;Benzamide, 2-methyl-N-(2-methylphenyl)-;2-Methyl-N-(o-tolyl)benzamide;2-Methyl-N-(2-methylphenyl)benzamide;2,2'-dimethylbenzanilide;2,2/'-Dimethylbenzanilide;2-Methyl-N-o-tolylbenzamide;SCHEMBL3690385;DTXSID40177523;XAA97849;MFCD00442534;AKOS001483411;SB80151;DS-19466;CS-0152971;EU-0066873;F20505;AE-641/00803036;SR-01000389578;SR-01000389578-1

Chemical Property of Benzamide, 2-methyl-N-(2-methylphenyl)-

Chemical Property:

• Vapor Pressure: 0.00223mmHg at 25°C
• Melting Point: 145 °C
• Refractive Index: 1.619
• Boiling Point: 289.244 °C at 760 mmHg
• PKA: 13.54±0.70(Predicted)
• Flash Point: 172.098 °C
• PSA: 32.59000
• Density: 1.122 g/cm³
• LogP: 3.93970
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 225.115364102
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dimethylbenzanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C(=O)NC2=CC=CC=C2C

Technology Process of Benzamide, 2-methyl-N-(2-methylphenyl)-

There total 9 articles about Benzamide, 2-methyl-N-(2-methylphenyl)- 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: 87.0%

ortho-toluoyl chloride (933-88-0) + o-toluidine (95-53-4) → 2-methyl-N-(2-methylphenyl)benzamide (22978-49-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/c4cc08717h

Reference yield: 78.0%

ortho-methylphenyl iodide (615-37-2) + carbon monoxide (201230-82-2) → 2-methyl-N-(2-methylphenyl)benzamide (22978-49-0)

Guidance literature:

With sodium azide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium dichloride; In 1,4-dioxane; at 130 ℃; for 12h;

DOI:10.1002/asia.202001463

Reference yield: 71.0%

bis(2-methylphenyl)methanimine (22627-01-6) → 2-methyl-N-(2-methylphenyl)benzamide (22978-49-0)

Guidance literature:

bis(2-methylphenyl)methanimine; With bis-[(trifluoroacetoxy)iodo]benzene; In acetonitrile; at 20 ℃; for 0.0833333h;

With triethylamine; In acetonitrile; at 20 ℃;

DOI:10.1021/acs.joc.7b01468

upstream raw materials:

ortho-methylbenzoic acid

o-toluidine

bis-o-tolyl N-hydroxyoxime

ortho-toluoyl chloride

Downstream raw materials:

2-methyl-benzoic acid-(4-chloro-2-methyl-anilide)

2-o-tolyl-1H-indole

C₁₅H₁₅NOS

2-Methyl-thiobenzoyl-(2-methylanilid)

Refernces

• 1、 Qi, Zhuang,Li, Shan-Shan,Li, Lin,Qin, Qi,Yang, Li-Miao,Liang, Ying-Kang,Kang, Yun,Zhang, Xiang-Zhi,Ma, Ai-Jun,Peng, Jin-Bao. "Palladium Catalyzed Cascade Azidation/Carbonylation of Aryl Halides with Sodium Azide for the Synthesis of Amides". . p. 503 - 506. Retrieved 2021/02/06.
• 2、 Zhao, Zhenguang,Peng, Zhiyuan,Zhao, Yongli,Liu, Hao,Li, Chongnan,Zhao, Junfeng. "Hypervalent Iodine-Mediated Oxidative Rearrangement of N-H Ketimines: An Umpolung Approach to Amides". . p. 11848 - 11853. Retrieved 2017/11/28.