7464-53-1

Basic information

• Product Name: 4-methoxy-N-(3-methylphenyl)benzamide
• Synonyms: 4-methoxy-N-(3-methylphenyl)benzamide
• CAS NO: 7464-53-1
• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.2851
• Mol File: 7464-53-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 316.9°Cat760mmHg
• Flash Point: 145.5°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 0.000398mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 4-methoxy-N-(3-methylphenyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxy-N-(3-methylphenyl)benzamide(7464-53-1)
• EPA Substance Registry System: 4-methoxy-N-(3-methylphenyl)benzamide(7464-53-1)

Safety Data

• Hazardous Substances Data: 7464-53-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H15NO2/c1-11-4-3-5-13(10-11)16-15(17)12-6-8-14(18-2)9-7-12/h3-10H,1-2H3,(H,16,17)

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 108-44-1 1-amino-3-methylbenzene 
• 3424-93-9 4-methoxyphenylacetamide 
• 625-95-6 3-Iodotoluene 
• 1121-86-4 1-Fluoro-3-iodobenzene 
• 2393-23-9 4-methoxy-benzylamine 
• 108-41-8 1-chloro-3-methylbenzene 

Downstream Products

• 111142-32-6 4-methoxy-benzoic acid-(4-bromo-3-methyl-anilide) 
• 110393-53-8 3-bromo-4-methoxy-benzoic acid-(2,4-dibromo-5-methyl-anilide) 

Relevant articles and documents

In Situ Formation of Cationic π-Allylpalladium Precatalysts in Alcoholic Solvents: Application to C-N Bond Formation

We report an efficient Buchwald-Hartwig cross-coupling reaction in alcoholic solvent, in which a low catalyst loading showed excellent performance for coupling aryl halides (I, Br, and Cl) with a broad set of amines, amides, ureas, and carbamates under mild conditions. Mechanistically speaking, in a protic and polar medium, extremely bulky biarylphosphine ligands interact with the dimeric precatalyst [Pd(π-(R)-allyl)Cl]2 to form the corresponding cationic complexes [Pd(π-(R)-allyl)(L)]Cl in situ and spontaneously. The resulting precatalyst further evolves under basic conditions into the corresponding L-Pd(0) catalyst, which is commonly employed for cross-coupling reactions. This mechanistic study highlights the prominent role of alcoholic solvents for the formation of the active catalyst.

Efficient and Mild Ullmann-Type N-Arylation of Amides, Carbamates, and Azoles in Water

A simple, sustainable, efficient, mild, and low-cost protocol was developed for d-glucose-assisted Cu-catalyzed Ullmann reactions in water for amides, carbamates, and nitrogen-containing heterocycles. The reaction was compatible with diverse aryl/heteroaryl iodides, giving highly substituted pyridine, indole, or indazole rings. This method offers an attractive alternative to existing protocols, because the reaction proceeds in aqueous media, occurs at or near ambient temperature, and provides the N-arylated products in good to high yields.

The synthesis of N-arylated amides via copper(II) triflate-catalyzed direct oxygenation and N-arylation of benzylamines with aryl iodides

An efficient approach for the synthesis of N-arylated amides by copper(II) triflate-catalyzed direct oxygenation and N-arylation reaction of benzylamines with aryl iodides is reported. Various benzylamines and aryl iodides can participate in the reaction, providing a series of N-arylated amides in moderate to good yields.