86489-65-8

Basic information

• Product Name: N-mesityl-4-methylbenzamide
• Synonyms: N-mesityl-4-methylbenzamide;4-methyl-N-(2,4,6-trimethylphenyl)benzamide
• CAS NO: 86489-65-8
• Molecular Formula: C₁₇H₁₉NO
• Molecular Weight: 253.33886
• Mol File: 86489-65-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-mesityl-4-methylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-mesityl-4-methylbenzamide(86489-65-8)
• EPA Substance Registry System: N-mesityl-4-methylbenzamide(86489-65-8)

Safety Data

• Hazardous Substances Data: 86489-65-8(Hazardous Substances Data)

Upstream product

• 63105-14-6 1,3-bis(2,4,6-trimethylphenyl)carbodiimide 
• 99-94-5 p-Toluic acid 
• 88-05-1 2,4,6-trimethylaniline 
• 138046-81-8 N-(2,4,6-trimethylphenyl)-o-phenylcarbamate 
• 5084-80-0 tri(4-tolyl)boroxine 
• 619-55-6 para-methylbenzamide 

Downstream Products

• 121408-20-6 4-Methyl-N-(2,4,6-trimethyl-phenyl)-benzimidoyl chloride 

Relevant articles and documents

New half-sandwich (η6-p-cymene)ruthenium(II) complexes with benzothiazole hydrazone Schiff base ligand: Synthesis, structural characterization and catalysis in transamidation of carboxamide with primary amines

Few half-sandwich (η6-p-cymene) ruthenium(II) complexes supported by benzothiazole hydrazone Schiff bases were synthesized. The new complexes possess the general formulae [Ru(η6-p-cymene)(L)Cl] (1-3) (L = salicyl((2-(benzothiazol-2-yl)hydrazono)methylphenol) (SAL-HBT), 2-((2-(benzothiazol-2-yl)hydrazono)methyl)-6 methoxyphenol) (VAN-HBT) or naphtyl-2-((2-(benzothiazol-2-yl)hydrazono)methyl phenol) (NAP-HBT). All compounds were fully studied by analytical, spectroscopic techniques (IR, NMR) and also by mass spectrometry. The solid state structure of the complex 3 reveals the coordination of p-cymene moieties with ruthenium(II) in a three-legged piano-stool geometry along with benzothiazole hydrazone Schiff base ligand in a monobasic bidentate fashion. The catalytic properties of the complexes were screened in transamidation of primary amide with amines after optimization with respect to solvent, substituents, time and catalyst loading. The results show that the complex 3 is the most efficient catalyst for the transamidation of carboxamides with amines.

Rhodium-Catalyzed Synthesis of Amides from Functionalized Blocked Isocyanates

Isocyanates are useful building blocks for the synthesis of amides, although their widespread use has been limited by their high reactivity, which often results in poor functional group tolerance and a propensity to oligomerize. Herein, a rhodium-catalyzed synthesis of amides is described coupling boroxines with blocked (masked) isocyanates. The success of the reaction hinges on the ability to form both the isocyanate and the organorhodium intermediates in situ. Relying on masked isocyanate precursors and on the high reactivity of the organorhodium intermediate results in broad functional group tolerance, including protic nucleophilic groups such as amines, anilines, and alcohols.

DIPHOSPHORUS TETRAIODIDE AS A NEW MILD CONDENSING AGENT FOR THE SYNTHESIS OF AMIDES

In the presence of diphosphorus tetraiodide, a variety of weak carboxylic acids readily react with amines to form the corresponding amides in high yields.