38359-26-1

Basic information

• Product Name: 4-METHYLAMINO-BENZAMIDE
• Synonyms: 4-METHYLAMINO-BENZAMIDE;Benzamide, 4-(methylamino)- (9CI)
• CAS NO: 38359-26-1
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.1778
• Product Categories: AMIDE
• Mol File: 38359-26-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 331.2°C at 760 mmHg
• Flash Point: 154.1°C
• Appearance: /
• Density: 1.177g/cm³
• Vapor Pressure: 0.000158mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: 4-METHYLAMINO-BENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLAMINO-BENZAMIDE(38359-26-1)
• EPA Substance Registry System: 4-METHYLAMINO-BENZAMIDE(38359-26-1)

Safety Data

• Hazardous Substances Data: 38359-26-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H10N2O/c1-10-7-4-2-6(3-5-7)8(9)11/h2-5,10H,1H3,(H2,9,11)

Upstream product

• 2835-68-9 4-aminobenzamide 
• 616-38-6 carbonic acid dimethyl ester 
• 141814-27-9 2-(2-Methoxyethoxy)ethyl methyl carbonate 
• 201230-82-2 carbon monoxide 
• 6911-87-1 4-bromo-N-methylaniline 
• 67-56-1 methanol 
• 4755-50-4 4-(dimethylamino)benzoyl chloride 
• 6083-47-2 4-(dimethylamino)benzamide 
• 50-00-0 formaldehyd 
• 619-80-7 4-nitrobenzamide 
• 3419-18-9 4-aminobenzaldehyde oxime 

Relevant articles and documents

Efficient methylation of anilines with methanol catalysed by cyclometalated ruthenium complexes

Cyclometalated ruthenium complexes4-10allow the effective methylation of anilines with methanol to selectively giveN-methylanilines. This hydrogen autotransfer procedure proceeds under mild conditions (60 °C) in a practical manner (NaOH as base). Mechanistic investigations suggest an active homogenous ruthenium complex and β-hydride elimination of methanol as the rate determining step.

Tandem Transformation of Aldoximes to N-Methylated Amides Using Methanol

Tandem conversion of aldoximes to N-methylated amides with methanol in presence of a single Ru(II) catalyst is accomplished through the Ru(II)-mediated rearrangement followed by the reductive N-methylation. Employing this protocol, several aldoximes were directly transformed to the N-methylated amides using methanol. Kinetic experiments with H218O advocated that the aldoxime is acted as the nucleophile during the aldoxime to amide rearrangement process. Involvement of nitrile intermediate during this transformation is realized from the kinetic study. (Figure presented.).

Highly Selective N-Monomethylanilines Synthesis from Nitroarene and Formaldehyde via Kinetically Excluding of the Thermodynamically Favorable N,N-Dimethylation Reaction

The synthesis of N-monomethylamine remains a challenging topic because the N,N-dimethylation reaction is thermodynamically favorable. In this work, the kinetically controlled N-monomethylamine synthesis from nitroarene and paraformaldehyde/H2 is reported to have superhigh N-monomethylamine selectivity in the presence of a Pd/TiO2 catalyst. The superior selectivity should be attributed to the preferential adsorption of the primary amine over N-monomethylamine on the Pd/TiO2 surface, as elucidated by NH3/Me2NH-TPD, while the excellent catalytic activity could be associated with the good H2 activation ability and high amine adsorbing capacity of the catalyst, as elucidated by NH3-TPD and H2-TPR tests. Good results were obtained with a variety of nitroarenes containing methyl, methoxyl, hydroxyl, fluoride, trifluoromethyl, ester, and amide substituents as starting materials, and the potential synthetic utility of this protocol in pharmaceutical is illustrated by N-monomethylation of drug molecules, such as clinidipine, nimesulide, procaine, and methyl aminosalicylate.