3400-22-4

Usage

Uses

Used in Organic Synthesis:
4-Methoxy-N-methylbenzamide is used as a building block in the synthesis of various organic compounds due to its unique structural properties and reactivity. It contributes to the formation of complex organic molecules, facilitating the development of novel chemical entities with potential applications in various fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-Methoxy-N-methylbenzamide serves as a valuable compound for research and development. It is utilized in the design and synthesis of new drugs and therapeutic agents, with its structural features and reactivity playing a crucial role in enhancing the pharmacological properties of these agents.
Used in Drug Development:
4-METHOXY-N-METHYLBENZAMIDE has potential applications in the development of new drugs and therapeutic agents, particularly in the context of structure-activity relationship studies. Researchers use 4-Methoxy-N-methylbenzamide to understand how structural modifications can influence the biological activity of compounds, thereby guiding the optimization of drug candidates for improved efficacy and safety.
Used as a Reagent:
4-Methoxy-N-methylbenzamide is also used as a reagent in the preparation of other chemical substances. Its unique chemical properties make it suitable for use in various chemical reactions, contributing to the synthesis of a wide range of compounds with diverse applications.

InChI:InChI=1/C9H11NO2/c1-10-9(11)7-3-5-8(12-2)6-4-7/h3-6H,1-2H3,(H,10,11)

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 74-89-5 methylamine 
• 134814-88-3 Benzoic acid [(4-methoxy-benzoyl)-methyl-amino]-methyl ester 
• 81238-43-9 4,4'-dimethoxy-N-methylbenzanilide 
• 13214-64-7 N-(4-methoxybenzoyl)glycine 
• 421-20-5 Methyl fluorosulfonate 
• 874-90-8 4-methoxybenzonitrile 
• 52898-49-4 4,N-dimethoxy-N-methylbenzamide 
• 123-39-7 N-Methylformamide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 593-51-1 methylamine hydrochloride 
• 14040-11-0 tungsten hexacarbonyl 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 36458-91-0 2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-one 

Downstream Products

• 32872-35-8 N-methyl-p-methoxythiobenzamide 
• 66124-27-4 N,N'-Dimethyl-(4-methoxy)benzamidine 
• 134814-88-3 Benzoic acid [(4-methoxy-benzoyl)-methyl-amino]-methyl ester 
• 132606-41-8 4-Methoxy-N-{(4-methoxy-phenyl)-[(Z)-methylimino]-methyl}-N-methyl-benzamide 
• 78554-86-6 N-methyl-p-anisylimidoyl chloride 
• 100-09-4 4-methoxybenzoic acid 
• 919475-63-1 3-hydroxy-5-methoxy-2-methyl-3-phenylisoindolin-1-one 
• 92753-20-3 5-methoxy-3-phenylisobenzofuran-1(3H)-one 
• 97661-72-8 C₉H₁₀N₂O₄ 
• 1235478-87-1 6-methoxy-2-methyl-3,4-diphenylisoquinolin-1(2H)-one 
• 1379242-86-0 C₁₁H₁₅NO₂ 
• 1309375-45-8 2,6-diethyl-4-methoxy-N-methylbenzamide 
• 1355020-64-2 (E)-ethyl 3-{5-methoxy-2-(methylcarbamoyl)phenyl}acrylate 
• 1355020-74-4 (E,E)-diethyl 3,3'-{5-methoxy-2-(methylcarbamoyl)-1,3-phenylene}diacrylate 

Relevant academic research and scientific papers

HYDRATION OF N-MONOSUBSTITUTED AMIDES IN THE BINARY SOLVENTS DIOXANE-D2O AND DIOXANE-H2O

The molecular-level stucture of hydrated N-monosubstituted amides in aqueous media has been studied by measuring the infrared absorption spectra due to the C=O stretching (or amide I band) of a series of N-monosubstituted amides (RCONHR') in dioxan-D2O and dioxan-H2O mixtures.Three kinds of hydrated species of the secondary amides have been identified, namely monohydrated amide (II) (at the amide oxygen), dihydrated amide (III) (monohydrated at both the amide oxygen and the amide NH), and trihydrated amide (IV) (dihydrated at the amide oxygen and monohydrated at the amide NH).With increasing water content, the relative amounts of the hydrated amides increases in the order IIIIIIV.In pure heavy water, all of the amide molecules are hydrated, and two or three hydration states are in equilibrium.The degree of hydration is little influenced by the electronic character of the substituent R, whereas it is considerably influenced by the hydrophobic character of the substituent R'.As to the H/D isotope effect, the hydrogen bonding strength of C=O...HOH is stronger than that of C=O...DOD for N-alkylbenzamides.

The Pd-catalyzed synthesis of difluoroethyl and difluorovinyl compounds with a chlorodifluoroethyl iodonium salt (CDFI)

Herein, we report a simple and efficient method for the direct installation of chlorodifluoroethyl group onto aromatic molecules of various aromatic amides with a new 2-chloro,2,2-difluoroethyl(mesityl)iodonium salt (CDFI). Moreover, the chlorodifluoroeth

Method for synthesizing amide by using methyl arene and amine in water phase

The invention provides a high-efficient method of synthesizing amide with methyl aromatics and amine. In the method, with the methyl aromatics and the amine as the raw materials in the water phase and TBHP and TBAI respectively as an oxidizing agent and a catalyst, a sp3 C-H bond and a sp3 N-H bond are broken and a C-N bond is formed. Compared with a conventional method of synthesizing the amide from oxidized amide, in which an activated acyl group or amine is required, the method is carried out with water as the solvent so that the method is not only economical but also environmental-protective. The method has a very good application prospect in the field of synthesizing polypeptide, protein and drugs in future.

Catalytic asymmetric [3+2] cycloaddition of isomünchnones with methyleneindolinones

An efficient enantioselective [3+2] cycloaddition of isomünchnones with methyleneindolinones that are generated by anin situintramolecular addition of the carbonyl group to rhodium carbenes is realized with a chiralN,N′-dioxide/Zn(ii) complex as a Lewis acid. A series of chiral oxa-bridged 3-spiropiperidines are obtained in high yields with excellent dr and excellent ee values.

Assemblies of 1,4-Bis(diarylamino)naphthalenes and Aromatic Amphiphiles: Highly Reducing Photoredox Catalysis in Water

Host-guest assemblies of a designed 1,4-bis(diarylamino)naphthalene and V-shaped aromatic amphiphiles consisting of two pentamethylbenzene moieties bridged by an m -phenylene unit bearing two hydrophilic side chains emerged as highly reducing photoredox catalysis systems in water. An efficient demethoxylative hydrogen transfer of Weinreb amides has been developed. The present supramolecular strategy permits facile tuning of visible-light photoredox catalysis in water.

Unexpected Z/E isomerism of N-methyl-O-phosphothioyl benzohydroxamic acids, their oxyphilic reactivity and inertness to amines

Thiophosphinoylation of N-methyl p-substituted benzohydroxamic acids using disulfanes (method A) or diphenylphosphinothioyl chloride (method B) provides only one conformer of the respective O-phosphothioyl derivative (X-ray and NMR analysis). Undergoing t

Copper-Catalyzed Radical N-Demethylation of Amides Using N-Fluorobenzenesulfonimide as an Oxidant

An unprecedented N-demethylation of N-methyl amides has been developed by use of N-fluorobenzenesulfonimide as an oxidant with the aid of a copper catalyst. The conversion of amides to carbinolamines involves successive single-electron transfer, hydrogen-atom transfer, and hydrolysis, and is accompanied by formation of N-(phenylsulfonyl)benzenesulfonamide. Carbinolamines spontaneously decompose to N-demethylated amides and formaldehyde, because of their inherent instability.

Rhodium-Catalyzed Electrooxidative C?H Olefination of Benzamides

Metal-catalyzed chelation-assisted C?H olefinations have emerged as powerful tools for the construction of functionalized alkenes. Herein, we describe the rhoda-electrocatalyzed C?H activation/alkenylation of arenes. The olefinations of challenging electron-poor benzamides were thus accomplished in a fully dehydrogenative fashion under electrochemical conditions, avoiding stoichiometric chemical oxidants, and with H2 as the only byproduct. This versatile alkenylation reaction also features broad substrate scope and used electricity as a green oxidant.

Dealkoxylation ofN-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis

Lewis acid-assisted palladium-catalysed dealkoxylation ofN-alkoxyamides has been developed. This reaction proceeded smoothly with a range ofN-alkoxyamides in the absence of an external reductant, thereby establishing a convenient and reductant-free protocol. In addition, a gram-scale reaction could be achieved. Preliminary mechanistic investigations indicated that β-hydrogen elimination from a palladium alkoxide intermediate generated an intramolecular hydride source.

Hydrogen Bond Directed ortho-Selective C?H Borylation of Secondary Aromatic Amides

Reported is an iridium catalyst for ortho-selective C?H borylation of challenging secondary aromatic amide substrates, and the regioselectivity is controlled by hydrogen-bond interactions. The BAIPy-Ir catalyst forms three hydrogen bonds with the substrate during the crucial activation step, and allows ortho-C?H borylation with high selectivity. The catalyst displays unprecedented ortho selectivities for a wide variety of substrates that differ in electronic and steric properties, and the catalyst tolerates various functional groups. The regioselective C?H borylation catalyst is readily accessible and converts substrates on gram scale with high selectivity and conversion.