7449-74-3

Usage

Uses

Used in Carbohydrate Analysis:
N-Methyl-N-(trimethylsilyl)acetamide is used as a derivatizing reagent for the quantification of carbohydrate intermediates in glycation systems. This application is particularly useful in the field of biochemistry and medical research, where understanding the role of carbohydrates in various biological processes is essential.
Used in DNA Damage Analysis:
In the field of molecular biology, N-Methyl-N-(trimethylsilyl)acetamide is employed as a derivatizing agent for the characterization of damaged products of thymine and cytosine formed by exposure to UV light in a hydrogen peroxide solution. This application aids in understanding the effects of UV radiation on DNA and the subsequent formation of harmful byproducts.
Used in Gas Chromatography:
N-Methyl-N-(trimethylsilyl)acetamide is used as a derivatizing agent in gas chromatography to enhance the volatility and thermal stability of various compounds, allowing for more accurate and efficient analysis. This application is beneficial in various industries, including pharmaceuticals, environmental science, and forensic chemistry, where the identification and quantification of specific compounds are crucial.
Used in Pharmaceutical Industry:
N-Methyl-N-(trimethylsilyl)acetamide is used as a derivatizing agent for the analysis of drug compounds in the pharmaceutical industry. This application helps in the development of new drugs, understanding their chemical properties, and ensuring their safety and efficacy.
Used in Environmental Science:
In environmental science, N-Methyl-N-(trimethylsilyl)acetamide is used as a derivatizing agent for the analysis of environmental contaminants and pollutants. This application aids in the identification and quantification of harmful substances, enabling better monitoring and management of environmental quality.
Used in Forensic Chemistry:
N-Methyl-N-(trimethylsilyl)acetamide is used as a derivatizing agent in forensic chemistry for the analysis of trace evidence, such as drugs, toxins, and other substances. This application is crucial in criminal investigations and legal proceedings, where accurate identification and quantification of substances are essential for establishing evidence and drawing conclusions.

Purification Methods

N-Methyl-N-trimethylsilylacetamide [7449-74-3] M 145.3, b 48 -49o/11mm, 8 4o/13mm, 105-107o/35mm (solid at room temperature), d 4 0.90, n D 1.4379. A likely impurity is Et3N.HCl which can be detected by its odour. If it is completely soluble in *C6H6, then redistil; otherwise dissolve it in this solvent, filter and evaporate first in a vacuum at 12mm, then fractionate; all operations should be carried out in a dry N2 atmosphere. [Klebe et al. J Am Chem Soc 88 3390 1966, Ried & Suarez-Rivero Chem Ber 96 1473 1963, Beilstein 4 IV 4011.]

InChI:InChI=1/C6H15NOSi/c1-6(8)7(2)9(3,4)5/h1-5H3

Upstream product

• 79-16-3 N-methyl-acetamide 
• 75-77-4 chloro-trimethyl-silane 
• 23184-22-7 N-Methyl-N-<1-(trimethylsiloxy)vinyl>acetamid 
• 23138-68-3 N-methyltrimethylsilylacetamide 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 4071-85-6 trimetylsilylketene 
• 53998-37-1 Trimethylsilyl-essigsaeure-N-acetyl-N-methyl-amid 
• 63877-23-6 (trimethylsilyl)acetyl chloride 

Downstream Products

• 22081-41-0 N-Methyl-N-(β-trimethylsiloxy-β-phenyl-aethyl)-acetamid 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 1113-68-4 N-methyldiacetamide 
• 18410-25-8 Essigsaeure- 
• 18442-46-1 Essigsaeure-<(4-methoxy-α-trimethylsiloxy-benzyl)-methyl-amid> 
• 7331-84-2 N,N-Bis(trimethylsilyl)propylamin 
• 66408-01-3 C₁₁H₁₇BN₂O 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 76183-10-3 3-hydroxy-3-phenyl propionic acid N-methyl amide 
• 125184-39-6 N-(diphenylphosphino)-N-methylacetamide 
• 39158-85-5 2-methyl-1-phenyl-1-trimethylsiloxy-1-propene 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 177786-37-7 2,2'-dithiobis(2,1-phenylenecarbonylimino)bisbenzoic acid 
• 205499-82-7 1,1'-[dithiobis(2,1-phenylenecarbonyl)]bis-4-piperidine carboxylic acid 

Relevant academic research and scientific papers

INDUSTRIAL PROCESS FOR THE PREPARATION OF N-ALKYL-N-TRIALKYLSILYLAMIDES

The present invention relates to a process for producing N-alkyl-N- trialkylsilylamides from trialkylsilylhalides and N-alkylamides in the presence of a base and in the absence of a solvent.

Carbacephalosporin compound, their preparation and use

Carbacephalosporin compounds of formula (I), STR1 salts thereof, processes for their synthesis and uses thereof, wherein: R1 is hydrogen, methoxy or formamido; R2 is an acyl group; CO2 R3 is a carboxy group or a carboxylate anion, or R3 is a carboxy protecting group or a pharmaceutically acceptable salt-forming group or in vivo hydrolysable ester group; R4, R5, R6 and R7 represent hydrogen or a substituent; R4 and R7 may be replaced by a chemical bond between the two carbon atoms shown; R5 and R6 may be linked together into a cyclic system. The compounds (I) have antibacterial properties.

Multiple Reaction Channels of (N-Acyl-N-alkylcarbamoyl)oxyl Radicals from N-Acyl PTOC Carbamates

N-Acyl-N-alkyl-N'-hydroxypyridine-2-thione carbamates (N-acyl PTOC carbamates) 1 are prepared in good to excellent yield by reactions of N-acylcarbamoyl chlorides with N-hydroxypyridine-2-thione sodium salt.Methods for production of the requisite carbamoyl chlorides by reaction of a secondary amide with trimethylsilyl triflate followed by treatment with phosgene were optimized.Precursors 1 react in radical chain reactions to give the title radicals (2) that can further react by several pathways.Decarboxylations of radicals 2 give amidyl radicals, and this method is excellent for production of acetamidyl radicals and in particular the N-methylacetamidyl radical which is difficult to prepare by other routes. 5-Exo cyclizations of amidyl radicals produced by decarboxylation of 2 give, ultimately, lactams and N-acylpyrrolidines. 1,5-Hydrogen transfer reactions of 2 to give α-amide radicals compete with decarboxylation; cyclization of an α-amide radical thus formed also is reported.The Lewis acid MgBr2 can reduce the 1,5-hydrogen atom transfer reaction apparently by a chelation effect on the precursor that leads to production of radical 2 in a conformation unfavorable for hydrogen atom transfer.By appropriate experimental design, radicals 2 often can be directed toward one desired reaction, and several relative rate constants for reactions of 2 necessary for such design were determined in this work.

N'-ACYL-N-ALKYLCARBAMOYLOXY RADICALS: ENTRIES TO AMIDYL RADICALS BY DECARBOXYLATION AND TO α-AMIDE RADICALS BY RADICAL TRANSLOCATION

N'-Acyl-N-hydroxypyridine-2-thione carbamates react in radical chain reactions to give the title radicals which can decarboxylate or react by intramolecular hydrogen atom transfer; the competing reaction pathways are controlled by the structure of the alkyl group and the conformation of the precursor which can be influenced by addition of a Lewis acid.

SYNTHESIS OF N-(SILATRANYLMETHYL)-SUBSTITUTED LACTAMS AND CARBOXYLIC ACID AMIDES

The general approach proposed for the synthesis of N-silatranylmethyl derivatives of lactams and carboxylic acid amides is based on the silyl variant of the akylation reaction.The treatment of N-trimethylsilyl-substituted lactams and carboxylic acid amides yielded N-trialkoxysilylmethyl lactam and amide derivatives.These were converted into the corresponding silatranes by the usual procedure (treating with triethanolamine in the presence of KOH).