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

General Description

N-methylbenzanilide is a chemical compound with the molecular formula C14H13NO. It is a white crystalline solid that is commonly used as an intermediate in the production of pharmaceuticals, dyes, and other organic compounds. N-methylbenzanilide is also utilized as a reagent for the synthesis of various organic molecules, due to its ability to participate in a wide range of reactions. Its structure includes a benzene ring with a methyl and aniline group attached, giving it both aromatic and amide properties. Due to its versatility and stability, N-methylbenzanilide is widely employed in the chemical industry for various synthetic applications.

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

• 121-69-7 N,N-dimethyl-aniline 
• 65-85-0 benzoic acid 
• 6780-39-8 E-[2-methoxy-1-phenyl-methylene]-phenylamine 
• 74-88-4 methyl iodide 
• 88070-48-8 N-methylbenzamide 
• 83566-44-3 tetraphenylbismuth 4-methylbenzenesulfonate 
• 60036-62-6 ((E)-2-Methoxy-1,2-diphenyl-vinyl)-methyl-phenyl-amine 
• 98-88-4 benzoyl chloride 
• 4931-66-2 methyl 5-oxopyrrolidine-2-carboxylate 
• 93-98-1 N-phenyl benzoyl amide 
• 190511-51-4 N-methyl-N-phenyl-1H-benzo[d][1,2,3]triazole-1-carboxamide 
• 62-53-3 aniline 
• 100-61-8 N-methylaniline 
• 93-89-0 benzoic acid ethyl ester 

Downstream Products

• 530-44-9 4-(Dimethylamino)benzophenone 
• 93-89-0 benzoic acid ethyl ester 
• 6941-23-7 1,2-bis(N-methyl-N-phenylamino)-1,2-diphenylethane 
• 91632-83-6 3-(N-methyl-N-phenylamino)-3-phenylpropannitril 
• 100-52-7 benzaldehyde 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 74-87-3 methylene chloride 
• 614-30-2 N-methyl-N-phenyl-benzenemethanamine 
• 100-61-8 N-methylaniline 
• 100-51-6 benzyl alcohol 
• 1557178-23-0 2-cyano-N-methyl-N-phenylbenzamide 
• 119-61-9 benzophenone 
• 479-45-8 tetryl 
• 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.

Cu(I)–N-heterocyclic carbene-catalyzed base free C–N bond formation of arylboronic acids with amines and azoles

A new N-heterocyclic carbene (NHC) precursor of imidazolium chloride and its corresponding Cu(I)–NHC complex 1 was synthesized. The complex 1 was found to be a highly effective catalyst for Chan-Evans-Lam coupling of arylboronic acid with amines and azoles (including imidazole, pyrazole and triazole), without addition of base at room temperature. Various substituents on three substrates can be tolerated, giving the desired coupling products in good to excellent yields (62–94%). The method is practical and offers an alternative to the corresponding copper-catalyzed Chan-Evans-Lam process for the construction of C–N bonds.

Chromium-catalyzed ligand-free amidation of esters with anilines

Amides are important structural motifs in pharmaceutical and agrochemical chemistry because of the intriguing biological active properties. We report here the amidation of commercially available esters with anilines that was promoted by low-cost and air-stable chromium(III) pre-catalyst combined with magnesium, providing access to amides. This reaction occurs without the use of external ligands in a simple operation. Mechanistic studies indicate that a reactive aminated Cr species responsible for the amidation can be considered, which may be formed by reaction of low-valent Cr with aniline followed by reduction with hydrogen evolution.