3400-24-6

Usage

Uses

Used in Pharmaceutical Production:
N-Methylheptanamide is utilized as an intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Pesticide Formulation:
In the agricultural sector, N-Methylheptanamide serves as an intermediate in the production of pesticides. Its role in these formulations helps to enhance the effectiveness of pest control agents, ensuring better crop protection.
Used in Industrial Chemicals:
Beyond its applications in pharmaceuticals and pesticides, N-Methylheptanamide is also employed in the creation of other industrial chemicals. Its versatility in chemical reactions makes it a valuable compound in the synthesis of a wide range of products.
Used in Corrosion Inhibition:
N-Methylheptanamide has been studied for its potential as a corrosion inhibitor. Its application in this field could provide protective coatings or additives to prevent the degradation of materials in various industrial settings.
Used in Biological Research:
The role of N-Methylheptanamide in biological processes is an area of ongoing study. Its potential applications in this field could include uses in understanding cellular mechanisms or as a component in biological assays and experiments.

InChI:InChI=1/C8H17NO/c1-3-4-5-6-7-8(10)9-2/h3-7H2,1-2H3,(H,9,10)

Upstream product

• 111-14-8 oenanthic acid 
• 74-89-5 methylamine 
• 106-30-9 ethyl heptanoate 
• 1027902-95-9 2-Trimethylsilanyl-heptanoic acid methylamide 
• 60-29-7 diethyl ether 
• 7207-49-0 octan-2-one oxime 
• 10026-13-8 phosphorus pentachloride 
• 693-03-8 n-butyl magnesium bromide 
• 128562-58-3 N-methyl-N-methoxy-3-bromopropionamide 
• 67-56-1 methanol 
• 629-31-2 1-heptanal oxime 
• 2528-61-2 Heptanoic acid chloride 
• 111-13-7 hexyl-methyl-ketone 
• 104863-66-3 heptanoic acid N,O-dimethylhydroxyamide 

Downstream Products

• 16395-83-8 N-methyl-N-nitrosoheptanamide 

Relevant academic research and scientific papers

Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition

Synthesis of amides via Beckmann rearrangement of ketoximes promoted by cyanuric chloride (TCT)/DMSO under mild conditions has been reported. Conditions of the Beckmann rearrangement, e.g., solvents, the ratios of TCT/DMSO, and the temperature, were investigated using diphenylmethanone oxime as a substrate. The optimized conditions were adopted to afford fourteen amides with yields ranging from 20% to 99%. A plausible mechanism involving an active dimethyl alkoxysulfonium intermediate was proposed according to the mass spectrometry analysis. To our best knowledge, this is the first case of study on Beckmann rearrangement of ketoximes promoted by TCT/DMSO under a mild condition to afford amides efficiently.

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.).

Iron-Catalyzed C-N Bond Formation via the Beckmann Rearrangement

A simple, iron-based catalytic system allows for facile Beckmann rearrangement of various oximes. The mild conditions avoid the use of harsh or expensive acids, and the reactions do not require an inert atmosphere. Additionally, a range of amides can be accessed through this transformation.

Reductive N-O cleavage of Weinreb amides by sodium in alumina and silica gels: synthetic and mechanistic studies

The use of sodium in alumina and silica gels for the reductive cleavage of the N-O bond of N-methoxy-N-methylamides, commonly referred to as Weinreb amides, has been investigated. This method reduces a diverse set of Weinreb amides with different function

Metal-free reductive cleavage of N-O bonds in weinreb amides by an organic neutral super-electron donor

The scope of neutral organic super-electron donors as reducing agents has been extended to include the reductive cleavage of N-O bonds in Weinreb amides. This methodology proved to be applicable to a large array of substrates to afford their reduced counterparts in good to excellent yields. The variation in reactivity within the set of tested amides is rationalised. Georg Thieme Verlag Stuttgart.

N-Methoxy-N-methyl-3-bromopropionamide: A new three carbon homologating agent for the synthesis of unsymmetrical 1,4-diketones

A synthetic route based on a three carbon homologation of an α-aminonitrile was developed for the synthesis of unsymmetrical 1,4-diketones. The key steps were the alkylation of various aryl and heteroaryl α-aminonitriles with N-methoxy-N-methyl-3-bromopropionamide followed by the addition of a Grignard reagent to the alkylated product and then subsequent hydrolysis.

Charge-directed conjugate addition reactions of silylated α-β- unsaturated amidate anions

A variety of N-substituted α-silylated-α,β-unsaturated amidate anions (2) have been found to be excellent Michael acceptors in charge-directed conjugate addition reactions with Grignard and organolithium reagents. The effects of olefin substitution, Si-substitution, N-substitution, and amidate counterion have been studied. Anionic acceptors may be prepared in situ by the addition of silylated vinyllithium reagents to isocyanates and then allowed to undergo conjugate addition reactions with subsequently added nucleophiles, but it was found to be more efficient to isolate neutral acceptors and regenerate the acceptor anion through the use of excess nucleophile. β-Substituted acceptors were found to react only with reactive organolithium reagents while a β,β-disubstituted acceptor failed to undergo conjugate addition reactions. A primary amide acceptor (14d) also undergoes addition reactions with larger quantitites of nucleophiles suggesting that dianionic amidate acceptors (31) are involved. Diene acceptor 24 was found to undergo a 1,6-addition reaction with n-BuLi. Sodium and potassium amidate salts were found to be inferior to lithium and magnesium salts in addition reactions in keeping with the expectation that an increase in carbonyl-group charge burden retards conjugate reactions. Triphenylsilyl-containing acceptor 16 was found to be more reactive in reactions with n-BuMgCl but less reactive with bulkier tert-BuMgCl. Adduct dianions can be monoalkylated with alkyl iodides and used in Peterson olefination reactions.