N-(2-Methylphenyl)benzamide

Base Information

• Chemical Name: N-(2-Methylphenyl)benzamide
• CAS No.: 584-70-3
• Molecular Formula: C14H13 N O
• Molecular Weight: 211.263
• European Community (EC) Number: 209-541-9
• NSC Number: 17585
• DSSTox Substance ID: DTXSID00207113
• Nikkaji Number: J6.732F
• ChEMBL ID: CHEMBL1312503
• Mol file: 584-70-3.mol

Synonyms:N-(2-Methylphenyl)benzamide;BENZO-o-TOLUIDIDE;584-70-3;N-o-Tolylbenzamide;o-Benzotoluidide;2'-Methylbenzanilide;N-Benzoyl-o-toluidine;Benzamide, N-(2-methylphenyl)-;Benzamide, N-o-tolyl-;EINECS 209-541-9;AI3-00580;Benzoyl-o-toluidin;NSC17585;Maybridge3_001173;N-benzoyl-2-methylaniline;MLS000062968;N1-(2-methylphenyl)benzamide;SCHEMBL3223289;CHEMBL1312503;DTXSID00207113;HMS1434F07;HMS2381O13;AMY42552;NSC 17585;NSC-17585;STK804768;AKOS001482348;SDCCGMLS-0008790.P002;IDI1_012560;AC-20603;AS-83170;SMR000071655;CS-0235335;EU-0000249;EN300-15541;E77705;SR-01000390726;SR-01000390726-1;Z27793228

Chemical Property of N-(2-Methylphenyl)benzamide

Chemical Property:

• Melting Point: 145.5°C
• Refractive Index: 1.5780 (estimate)
• Boiling Point: 350.95°C (rough estimate)
• Flash Point: 152.4oC
• PSA: 29.10000
• Density: 1.2050
• LogP: 3.32030
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.099714038
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

O-BENZOTOLUIDIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC(=O)C2=CC=CC=C2

Technology Process of N-(2-Methylphenyl)benzamide

There total 90 articles about N-(2-Methylphenyl)benzamide 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: 99.0%

phenyl benzyl ketone (451-40-1) + o-toluidine (95-53-4) → N-benzoyl-2-methylaniline (584-70-3) + benzaldehyde (100-52-7)

Guidance literature:

With 1,10-Phenanthroline; copper(II) chloride dihydrate; oxygen; In acetonitrile; for 36h; under 760.051 Torr; Reflux;

DOI:10.1021/acs.joc.5b01670

Reference yield: 99.0%

2-methylchlorobenzene (95-49-8) + benzamide (55-21-0,27208-38-4) → N-benzoyl-2-methylaniline (584-70-3)

Guidance literature:

With 4-diphenylphosphino-13-dicyclohexylphosphino-[2.2]paracyclophane; water; palladium diacetate; caesium carbonate; In 1,4-dioxane; at 125 ℃; for 24h;

DOI:10.1039/c1cc14844c

Reference yield: 98.0%

2-methylphenyl bromide (95-46-5) + benzamide (55-21-0,27208-38-4) → N-benzoyl-2-methylaniline (584-70-3)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 15h;

DOI:10.1021/ja012610k

upstream raw materials:

tetrachloromethane

tertiary amyl hypochlorite

N-((E)-benzylidene)-o-toluidine

ethanol

Downstream raw materials:

(4-amino-3-methylphenyl)(phenyl)methanone

N-(2-tolyl)benzimidoyl chloride

benzoic acid-(N-nitroso-o-toluidide)

N-(4-bromo-2-methylphenyl)benzamide

Refernces

• 1、 Chen, Cheng,Cheng, Hua,Du, Min-Chen,Qian, Liang,Qin, Xin,Sang, Wei,Yao, Wei-Zhong,Yuan, Ye,Zhang, Rui. "A practical and sustainable protocol for direct amidation of unactivated esters under transition-metal-free and solvent-free conditions". supporting information. p. 3972 - 3982. Retrieved 2021/06/17.
• 2、 Wang, Yi-Jie,Zhang, Guo-Yu,Shoberu, Adedamola,Zou, Jian-Ping. "Iron-catalyzed oxidative amidation of acylhydrazines with amines". supporting information. . Retrieved 2021/08/18.