53551-23-8

Basic information

• Product Name: N-METHYL-4-(METHYLTHIO)BENZAMIDE
• Synonyms: N-METHYL-4-(METHYLTHIO)BENZAMIDE;N-Methyl-4-(Methylsulfanyl)benzaMide
• CAS NO: 53551-23-8
• Molecular Formula: C₉H₁₁NOS
• Molecular Weight: 181
• Mol File: 53551-23-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.14
• CAS DataBase Reference: N-METHYL-4-(METHYLTHIO)BENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-4-(METHYLTHIO)BENZAMIDE(53551-23-8)
• EPA Substance Registry System: N-METHYL-4-(METHYLTHIO)BENZAMIDE(53551-23-8)

Safety Data

• Hazardous Substances Data: 53551-23-8(Hazardous Substances Data)

Usage

Description

N-METHYL-4-(METHYLTHIO)BENZAMIDE is a chemical compound that belongs to the class of organic compounds known as benzamides. It is a derivative of benzamide, which features a benzene ring attached to an amide functional group. The unique structure of N-METHYL-4-(METHYLTHIO)BENZAMIDE is characterized by the presence of a methylthio group at the 4-position of the benzene ring and a methyl group at the nitrogen atom of the amide group.

Uses

Used in Chemical Synthesis:
N-METHYL-4-(METHYLTHIO)BENZAMIDE is used as a building block in the synthesis of other organic compounds, contributing to the creation of a diverse range of chemical products.
Used in Pharmaceutical Production:
In the pharmaceutical industry, N-METHYL-4-(METHYLTHIO)BENZAMIDE serves as an intermediate in the production of various pharmaceuticals, playing a crucial role in the development of new medications.
Used in Biochemical Research:
Due to its potential biological activity, N-METHYL-4-(METHYLTHIO)BENZAMIDE may be involved in biochemical processes within living organisms, making it a valuable compound for research in biological and medical fields.

Upstream product

• 1442-06-4 4-(methylthio)benzoyl chloride 
• 74-89-5 methylamine 
• 13205-48-6 4-(methylthio)benzoic acid 
• 67-56-1 methanol 
• 90005-49-5 4-(methylthio)benzamide 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 93033-60-4 4-(methylthio)benzaldehyde oxime 
• 2432-51-1 ethylthioacetic acid methyl ester 
• 27466-83-7 4-bromo-N-methylbenzamide 

Relevant articles and documents

Palladium-catalyzed intermolecular transthioetherification of aryl halides with thioethers and thioesters

Functional group transfer reactions are an important synthetic tool in modern organic synthesis. Herein, we developed a new palladium-catalyzed intermolecular transthioetherification reaction of aryl halides with thioethers and thioesters. The synthetic utility and practicality of this catalytic protocol are demonstrated in a wide range of successful transformations (>70 examples). This catalytic protocol is applicable in carbonylative coupling processes as well, and the first example of carbonylative methylthioesterification of aryl halides has been achieved. Notably, this work also provides an approach to using natural products, such as methionine and selenomethionine, as the functional group sources.

Atom-Economical and Tandem Conversion of Nitriles to N-Methylated Amides Using Methanol and Water

A cobalt complex catalyzed tandem conversion of nitrile to N-methylated amide is described using a methanol and water mixture. Using this protocol, several nitriles were directly and efficiently converted to the desired N-methylated amides. Kinetic experiments using H2O18 and CD3OD suggested that water and methanol were the source of the oxygen atom and methyl group, respectively, in the final N-methylated amides. Importantly, the participation of active Co(I)-H species in this transformation was realized from the control experiment. The kinetic isotope effect (KIE) study suggested that the activation of the C-H bond of methanol was a kinetically important step. The Hammett plot confirmed that the reaction was faster with the electron deficient nitriles. In addition, the plausible pathway for the formation of N-methylated amides from the nitriles was supported by the computational study.

Synthesis and isolation of a homodimer of cadmium selenide nanocyrstals

By size-selective precipitation homodimeric CdSe nanocyrstals could be isolated from a mixture of oligomers formed when monodisperse CdSe nanocrystals were linked by the bifunctional organic ligand, bis(acyl hydrazide). TEM images revealed a reproducible separation between CdSe particles of approximately a quarter of the particle diameter. This distance is consistent with the physical dimensions of the linker.