N-(2,6-Dimethylphenyl)benzamide

Base Information

• Chemical Name: N-(2,6-Dimethylphenyl)benzamide
• CAS No.: 18109-39-2
• Molecular Formula: C15H15NO
• Molecular Weight: 225.29
• NSC Number: 406538
• DSSTox Substance ID: DTXSID20171069
• Nikkaji Number: J603.590F
• Wikidata: Q83041117
• Mol file: 18109-39-2.mol

Synonyms:N-(2,6-Dimethylphenyl)benzamide;18109-39-2;2',6'-Benzoxylidide;Benzamide, N-(2,6-dimethylphenyl)-;2,6-Dimethylbenzanilide;2',6'-Dimethylbenzanilide;BRN 2110040;AI3-03671;0-12-00-01109 (Beilstein Handbook Reference);NSC406538;SCHEMBL4138460;SCHEMBL13705030;DTXSID20171069;AKOS001303040;AS-0321;NSC 406538;NSC-406538;LS-26717;CS-0336744;Z27073148

Chemical Property of N-(2,6-Dimethylphenyl)benzamide

Chemical Property:

• Vapor Pressure: 0.00529mmHg at 25°C
• Boiling Point: 274.8°C at 760 mmHg
• Flash Point: 162.6°C
• Density: 1.121g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 225.115364102
• Heavy Atom Count: 17
• Complexity: 248

Purity/Quality:

98%,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=CC=C2

Technology Process of N-(2,6-Dimethylphenyl)benzamide

There total 46 articles about N-(2,6-Dimethylphenyl)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%

benzoyl chloride (98-88-4) + 2,6-dimethylaniline (87-62-7) → N-(2,6-diimethylphenyl)benzamide (18109-39-2)

Guidance literature:

With triethylamine; In toluene; Heating;

DOI:10.1021/jm8003224

Reference yield: 98.0%

benzoyl chloride (98-88-4) + N-{bis[3,5-bis(trifluoromethyl)phenyl]methylidene}(2,6-dimethylaniline) (246872-23-1) → N-(2,6-diimethylphenyl)benzamide (18109-39-2)

Guidance literature:

N-{bis[3,5-bis(trifluoromethyl)phenyl]methylidene}(2,6-dimethylaniline); With hydrogenchloride; In water; acetone; at 25 ℃; for 0.5h;

benzoyl chloride; With triethylamine; In water; acetone; at 25 ℃; for 0.5h;

DOI:10.1246/bcsj.72.1869

Reference yield: 98.0%

tert-butyl benzoyl(phenyl)carbamate (101137-69-3) + 2,6-dimethylaniline (87-62-7) → N-(2,6-diimethylphenyl)benzamide (18109-39-2)

Guidance literature:

With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate; In 1,2-dimethoxyethane; at 110 ℃; for 15h; Reagent/catalyst; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00796

upstream raw materials:

benzoyl chloride

2,6-dimethylaniline

sodium proprionate

2,6-dimethylbenzenediazonium tetrafluoroborate

Downstream raw materials:

N-(2,6-dimethyl-phenyl)-benzimidic acid-(3-methyl-but-2-enyl ester)

2-benzoylamino-isophthalic acid

(4-amino-3,5-dimethylphenyl)phenylmethanone

Refernces

• 1、 Li, Guangchen,Zhou, Tongliang,Poater, Albert,Cavallo, Luigi,Nolan, Steven P.,Szostak, Michal. "Buchwald-Hartwig cross-coupling of amides (transamidation) by selective N-C(O) cleavage mediated by air- And moisture-stable [Pd(NHC)(allyl)Cl] precatalysts: Catalyst evaluation and mechanism". . p. 710 - 716. Retrieved 2020.
• 2、 Singh, Ashmita,Narula, Anudeep Kumar. "Copper and N-Heterocyclic Carbene-Catalyzed Oxidative Amidation of Aldehydes with Amines". supporting information. p. 718 - 722. Retrieved 2021/02/26.
• 3、 Barreteau, Fabien,Battilocchio, Claudio,Browne, Duncan L.,Godineau, Edouard,Leitch, Jamie A.,Nicholson, William I.,Payne, Riley,Priestley, Ian. "Direct Amidation of Esters by Ball Milling**". supporting information. p. 21868 - 21874. Retrieved 2021/09/02.