1934-92-5

Basic information

• Product Name: N-methylbenzanilide
• Synonyms: N-methylbenzanilide;N-Benzoyl-N-methylaniline;N-Methyl-N-phenylbenzamide;N-Phenyl-N-methylbenzamide
• CAS NO: 1934-92-5
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.25912
• EINECS: 217-704-0
• Mol File: 1934-92-5.mol
• Article Data: 144

Chemical Properties

• Melting Point: 57.5-59 °C
• Boiling Point: 341.3°Cat760mmHg
• Flash Point: 154.4°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 8.12E-05mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.41±0.50(Predicted)
• CAS DataBase Reference: N-methylbenzanilide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methylbenzanilide(1934-92-5)
• EPA Substance Registry System: N-methylbenzanilide(1934-92-5)

Safety Data

• Hazardous Substances Data: 1934-92-5(Hazardous Substances Data)

Usage

Description

N-methylbenzanilide, with the molecular formula C14H13NO, is a white crystalline solid that serves as a versatile intermediate in the synthesis of pharmaceuticals, dyes, and other organic compounds. Its structure, featuring a benzene ring with a methyl and aniline group, endows it with both aromatic and amide properties, making it a stable and widely used compound in the chemical industry for diverse synthetic applications.

Uses

Used in Pharmaceutical Industry:
N-methylbenzanilide is used as a key intermediate for the production of various pharmaceuticals, leveraging its ability to participate in a wide range of chemical reactions to facilitate the synthesis of medicinal compounds.
Used in Dye Industry:
In the dye industry, N-methylbenzanilide is utilized as an intermediate for the synthesis of different types of dyes, capitalizing on its chemical properties to create a variety of colorants for various applications.
Used in Organic Synthesis:
N-methylbenzanilide is employed as a reagent in organic synthesis, where its versatility allows for the creation of a broad spectrum of organic molecules, contributing to the development of new chemical entities and materials.

InChI:InChI=1/C14H13NO/c1-15(13-10-6-3-7-11-13)14(16)12-8-4-2-5-9-12/h2-11H,1H3

Upstream product

• 93-98-1 N-phenyl benzoyl amide 
• 74-88-4 methyl iodide 
• 6780-39-8 E-[2-methoxy-1-phenyl-methylene]-phenylamine 
• 98-88-4 benzoyl chloride 
• 121-69-7 N,N-dimethyl-aniline 
• 190511-51-4 N-methyl-N-phenyl-1H-benzo[d][1,2,3]triazole-1-carboxamide 
• 93-89-0 benzoic acid ethyl ester 
• 100-61-8 N-methylaniline 
• 140-29-4 phenylacetonitrile 
• 102-04-5 1,3-Diphenylpropanone 
• 103-82-2 phenylacetic acid 
• 93-58-3 benzoic acid methyl ester 
• 373-68-2 tetramethylammonium fluoride 
• 65-85-0 benzoic acid 

Downstream Products

• 93-89-0 benzoic acid ethyl ester 
• 72046-54-9 O,N-dimethyl-N-phenylbenzimidatonium trifluoromethanesulfonate 
• 530-44-9 4-(Dimethylamino)benzophenone 
• 614-30-2 N-methyl-N-phenyl-benzenemethanamine 
• 6941-23-7 1,2-bis(N-methyl-N-phenylamino)-1,2-diphenylethane 
• 100-52-7 benzaldehyde 
• 59073-67-5 N-methyl-N-(α-methylsulfanyl-benzyliden)-anilinium; iodide 
• 100-61-8 N-methylaniline 
• 100-51-6 benzyl alcohol 
• 1557178-23-0 2-cyano-N-methyl-N-phenylbenzamide 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 479-45-8 tetryl 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 56844-88-3 N'-benzyl-N-methyl-N-phenyl-benzamidine 

Relevant articles and documents

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Simple and convenient synthesis of tertiary benzanilides using dichlorotriphenylphosphorane

Various tertiary benzanilide derivatives were effectively synthesized from substituted benzoic acid and N-monoalkylated aniline using dichlorotriphenylphosphorane in chloroform. Yields were generally high, even when an electron-withdrawing group substituted the aromatic ring of aniline, or when an electron-donating group substituted the aromatic ring of benzoic acid. Allyl, Boc, MPM and the Z group were unaffected under these conditions.

Manganese Catalyzed Direct Amidation of Esters with Amines

The transition metal catalyzed amide bond forming reaction of esters with amines has been developed as an advanced approach for overcoming the shortcomings of traditional methods. The broad scope of substrates in transition metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines, and secondary alkyl amines to form amides. It is noteworthy that this approach provides the first example of the transition metal catalyzed amide bond forming reaction from fatty acid esters and amines. The acid-base mechanism for the manganese(I)-catalyzed direct amidation of esters with amines was elucidated by DFT calculations.

CuO-decorated magnetite-reduced graphene oxide: a robust and promising heterogeneous catalyst for the oxidative amidation of methylarenes in waterviabenzylic sp3C-H activation

A magnetite-reduced graphene oxide-supported CuO nanocomposite (rGO/Fe3O4-CuO) was preparedviaa facile chemical method and characterized by Fourier-transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), UV-vis spectroscopy, scanning electron microscopy (SEM), transmission electron microscopy (TEM), energy dispersive spectroscopy (EDS), Brunauer-Emmett-Teller (BET) analysis, vibrating-sample magnetometry (VSM), and thermogravimetric (TG) analysis. The catalytic activity of the rGO/Fe3O4-CuO nanocomposite was probed in the direct oxidative amidation reaction of methylarenes with free amines. Various aromatic and aliphatic amides were prepared efficiently at room temperature from cheap raw chemicals usingtert-butyl hydroperoxide (TBHP) as a “green” oxidant and low-toxicity TBAI in water. This method combines the oxidation of methylarenes and amide bond formation into a single operation. Moreover, the synthesized nanocomposites can be separated from the reaction mixtures using an external magnet and reused in six consecutive runs without a noticeable decrease in the catalytic activity.