52898-49-4

Usage

Uses

Used in Pharmaceutical Research:
4,N-Dimethoxy-N-methylbenzamide serves as an intermediate in the synthesis of a variety of organic compounds, playing a crucial role in pharmaceutical research. Its unique structure allows for the development of new pharmaceuticals with potential therapeutic applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4,N-Dimethoxy-N-methylbenzamide is utilized as a building block for the preparation of pharmaceuticals and agrochemicals. Its chemical properties make it a valuable component in the creation of compounds with specific biological activities.
Used in the Production of Dyes and Perfumes:
Beyond its applications in pharmaceuticals, 4,N-Dimethoxy-N-methylbenzamide is also employed in the production of dyes, perfumes, and other organic compounds. Its versatility in chemical reactions contributes to the development of a wide range of products in these industries.
Used in the Study of Biological and Pharmacological Properties:
4,N-Dimethoxy-N-methylbenzamide's potential applications in medicinal chemistry extend to its ongoing investigation for biological and pharmacological properties. Research into these properties may lead to the discovery of new therapeutic agents and a deeper understanding of the compound's mechanisms of action.

InChI:InChI=1/C10H13NO3/c1-11(14-3)10(12)8-4-6-9(13-2)7-5-8/h4-7H,1-3H3

Upstream product

• 70744-47-7 (p-methoxyphenyl)tri-n-butylstannane 
• 30289-28-2 N-methoxy-N-methylcarbamoyl chloride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 121-98-2 methyl 4-methoxybenzoate 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 201230-82-2 carbon monoxide 
• 14040-11-0 tungsten hexacarbonyl 
• 696-62-8 para-iodoanisole 
• 13939-06-5 molybdenum hexacarbonyl 
• 15226-74-1 dicobalt octacarbonyl 
• 2614-48-4 N-methyl-N-(4-methoxybenzoyl)hydroxylamine 
• 6214-19-3 methyl p-methoxybenzenesulfonate 

Downstream Products

• 60986-77-8 5-[2-(4-methoxy-phenyl)-2-oxo-ethyl]-3-phenyl-isoxazole-4-carboxylic acid methylamide 
• 69287-13-4 1-(4-methoxyphenyl)-1-heptanone 
• 3400-22-4 4-methoxy-N-methylbenzamide 
• 1125674-13-6 (5-bromo-2-fluoropyridin-3-yl)(4-methoxyphenyl)methanone 
• 79574-74-6 (2-fluoropyridin-3-yl)(4-methoxyphenyl)methanone 
• 1158955-22-6 C₁₃H₉F₂NO₂ 
• 1186220-86-9 3-(2-(4-methoxybenzoyl)phenyl)-4-trimethylsilylsydnone 
• 7448-86-4 1-(4-methoxyphenyl)prop-2-en-1-one 
• 711-38-6 4'-methoxy-2,2,2-trifluoroacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 3672-47-7 3-oxo-3-(4'-methoxyphenyl)propanenitrile 
• 10547-60-1 4-chloro-4'-methoxybenzophenone 
• 26954-35-8 1-(4-methoxyphenyl)pent-4-en-1-one 
• 27645-61-0 4-(4-hydroxybenzoyl)benzonitrile 

Relevant academic research and scientific papers

Biocatalytic Strategy for the Highly Stereoselective Synthesis of CHF2-Containing Trisubstituted Cyclopropanes

The difluoromethyl (CHF2) group has attracted significant attention in drug discovery and development efforts, owing to its ability to serve as fluorinated bioisostere of methyl, hydroxyl, and thiol groups. Herein, we report an efficient biocat

A CO2-Catalyzed Transamidation Reaction

Transamidation reactions are often mediated by reactive substrates in the presence of overstoichiometric activating reagents and/or transition metal catalysts. Here we report the use of CO2as a traceless catalyst: in the presence of catalytic amounts of CO2, transamidation reactions were accelerated with primary, secondary, and tertiary amide donors. Various amine nucleophiles including amino acid derivatives were tolerated, showcasing the utility of transamidation in peptide modification and polymer degradation (e.g., Nylon-6,6). In particular,N,O-dimethylhydroxyl amides (Weinreb amides) displayed a distinct reactivity in the CO2-catalyzed transamidation versus a N2atmosphere. Comparative Hammett studies and kinetic analysis were conducted to elucidate the catalytic activation mechanism of molecular CO2, which was supported by DFT calculations. We attributed the positive effect of CO2in the transamidation reaction to the stabilization of tetrahedral intermediates by covalent binding to the electrophilic CO2

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.

Metabolically stable vanillin derivatives for the treatment of hypoxia

Vanillin derivative compounds that bind covalently with hemoglobin are provided. Methods of treating sickle cell disease and other hypoxia-related disorders by administering such compounds are also provided.

Phase-Transfer Catalyzed Asymmetric [4 + 1] Annulations for the Synthesis of Chiral 2,2-Disubstituted Tetrahydrothiophenes

An efficient catalytic asymmetric [4 + 1] reaction, which features the use of simple β-keto esters as one-carbon nucleophiles and 5-succinimidothio-pent-2-enoates as four-atom bielectrophiles, has been developed in the presence of a bifunctional chiral ph

Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination

Rhodium-electrocatalyzed arene C?H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C?H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented electrooxidation-induced C?H activation by a bimetallic rhodium catalysis manifold.

Quinolin-8-yl Formate: A New Option for Small-Scale Carbonylation Reactions in Microwave Reactors

A convenient procedure for conducting small-scale carbonylations of aryl or benzyl halides in a microwave reactor by using quinolin-8-yl formate is described. The resulting 8-acyloxyquinolines were shown to be more reactive than phenyl esters in acyl-tran

Access to Aryl and Heteroaryl Trifluoromethyl Ketones from Aryl Bromides and Fluorosulfates with Stoichiometric CO

We report a sequential one-pot preparation of aromatic trifluoromethyl ketones starting from readily accessible aryl bromides and fluorosulfates, the latter easily prepared from the corresponding phenols. The methodology utilizes low pressure carbon monoxide generated ex situ from COgen to generate Weinreb amides as reactive intermediates that undergo monotrifluoromethylation affording the corresponding aromatic trifluoromethyl ketones (TFMKs) in good yields. The stoichiometric use of CO enables the possibility for accessing 13C-isotopically labeled TFMK by switching to the use of 13COgen.

An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung

The reactivity of iodine(III) reagents towards nucleophiles is often associated with umpolung and cationic mechanisms. Herein, we report a general process converting a range of ketone derivatives into α-cyclopropanated ketones by oxidative umpolung. Mechanistic investigation and careful characterization of side products revealed that the reaction follows an unexpected pathway and suggests the intermediacy of non-classical carbocations.

Synthesis of various acylating agents directly from carboxylic acids

A straightforward synthesis of acylating reagents such as Weinreb and MAP amides from aromatic, aliphatic carboxylic acids, and amino acids using PPh3/NBS combination is described. A chemo-selective modification of the carboxylic acid group into Weinreb amide in the presence of more reactive aldehydes and ketones is presented. All reactions were performed at ambient temperature under air using undried commercial grade solvent. Furthermore, the present methodology could be performed at a gram scale under inert-free reaction conditions. In addition, 7-azaindoline amide auxiliary (used for catalytic asymmetric aldol- and Mannich-type reactions), which behaves like Weinreb amide is also synthesized under similar reaction conditions.