60110-37-4

Usage

Uses

Used in Chemical Research:
N-benzyl-2-bromo-2-methylpropanamide is used as a research chemical for its unique molecular structure and properties. It aids in the exploration of chemical reactions and synthesis processes, contributing to the advancement of chemical science.
Used in Pharmaceutical Research:
In the pharmaceutical industry, N-benzyl-2-bromo-2-methylpropanamide serves as a valuable compound for drug discovery and development. Its distinct chemical characteristics make it a potential candidate for the creation of new pharmaceutical agents, particularly in the areas of medicinal chemistry and drug design.

InChI:InChI=1/C11H14BrNO/c1-11(2,12)10(14)13-8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3,(H,13,14)

Upstream product

• 2052-01-9 2-bromo-2-methylpropionic acid 
• 100-46-9 benzylamine 
• 20469-89-0 2-bromo-2-methylpropionyl chloride 
• 20769-85-1 2-bromoisobutyric acid bromide 

Downstream Products

• 3219-55-4 N-benzylmethacrylamide 
• 115539-43-0 4-benzyl-2,2-dimetyl-1-oxa-4,6-diazaspiro<4,4>nonan-3-one 
• 78877-71-1 3-Benzyl-2-benzylamino-2-isopropenyl-5,5-dimethyl-oxazolidin-4-one 
• 75995-62-9 2-benzylamino-2-(1-bromoisopropyl)-3-benzyl-5,5-dimethyloxazolidin-4-one 
• 115539-44-1 4-benzyl-2,2-dimethyl-1-oxa-4,6-diazaspiro<4,5>decan-3-one 
• 112379-98-3 3-Benzylsulfanyl-2-tert-butoxycarbonylamino-propionic acid 1-benzylcarbamoyl-1-methyl-ethyl ester 
• 103853-77-6 2-hydroxy-2-methyl-N-benzylpropanamide 
• 142061-49-2 2-(1,2:5,6-di-O-isopropylidene-D-glucofuranos-3-yloxy)-2-methyl-N-benzylpropanamide 
• 78877-70-0 3-benzyl-2-benzylamino-2,5,5-trimethyloxazolidin-4-one 
• 128965-94-6 N-Benzyl-2-(biphenyl-4-yloxy)-2-methyl-propionamide 
• 115539-46-3 3-benzyl-2-p-bromophenyl-5,5-dimethyl-2-methylaminooxazolidin-4-one 
• 85156-78-1 2-(Adamantan-1-ylamino)-N-benzyl-2-methyl-propionamide 
• 112379-95-0 2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyric acid 1-benzylcarbamoyl-1-methyl-ethyl ester 
• 112379-93-8 2-Benzyloxycarbonylamino-2-methyl-propionic acid 1-benzylcarbamoyl-1-methyl-ethyl ester 

Relevant academic research and scientific papers

Visible-Light-Driven Aryl Migration and Cyclization of α-Azido Amides

This paper reports two new visible-light-promoted radical reactions of α-azido amides. By catalysis of [Ir(ppy)2(dtbbpy)]PF6 with i-Pr2NEt as the reducing agent, N-aryl α-azido tertiary amides were first converted to the corresponding aminyl radicals through reduction of the azido group; the aminyl radicals then underwent N-to-N aryl migration to give α-anilinyl-functionalized amides. α-Azido secondary amides, on the other hand, reacted with the solvent ethanol and i-Pr2NEt to afford the imidazolinone products.

[3 + 2]-Cycloaddition of Azaoxyallyl Cations with 1,2-Benzisoxazoles: A Rapid Entry to Oxazolines

A novel and efficient [3 + 2] cycloaddition reaction of azaoxyallyl cations and 1,2-benzisoxazoles to give oxazoline derivatives has been developed. The transformation provides a rapid entry to functionalized oxazoline scaffolds under mild and transition-metal-free conditions, which will greatly expand the reaction types of heterocycle chemistry and pave the way for syntheses of bioactive compounds.

Bromo-nitro substitution on a tertiary α carbon - A previously uncharacterized facet of the Kornblum substitution

Sodium nitrite in dimethylformamide substitutes nitro for bromine alpha to an amide carbonyl in high yield at a tertiary site. Hammett plots show a strongly positive ρ value (+0.67), indicating a negatively-charged transition state, in contrast to the typical SN1/SN2 mechanism domain for Kornblum substitutions. 2015

XtalFluor-E, an efficient coupling reagent for amidation of carboxylic acids

Amides were produced from carboxylic acids and amines by using XtalFluor-E as an activator. Even poorly reactive carboxylic acids can be transformed to amides. In addition, optically active amines and/or carboxylic acids were not epimerized/racemized during the process.

NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS AND METHODS OF MAKING THE SAME

The present invention relates to 7-membered nitrogen-containing heterocyclic compounds and methods of making the same. Using a novel aza-[4+3] cycloaddition reaction, the 7-membered heterocyclic compounds are synthesized by reacting a first reactant and a second reactant. Exemplary first reactants and second reactants include α-halohydroxamates and dienes, respectively.

Generation and reactivity of aza-oxyallyl cationic intermediates: Aza-[4 + 3] cycloaddition reactions for heterocycle synthesis

Aza-[4 + 3] cycloadditions of putative aza-oxyallyl cationic intermediates and cyclic dienes are reported. The intermediate is generated by the dehydrohalogenation of α-haloamides. The reaction is general to a variety of α-haloamides and is diastereoselective. Computational and experimental data suggest that an N-alkoxy substituent stabilizes the aza-oxyallyl cationic intermediate.

Electrochemical Studies on Haloamides. Part XII. Electrosynthesis of Oxazolidine-2,4-diones

Electrogenerated bases promote the carboxylation of NH-protic carboxamides bearing a leaving group at the position 2 to give oxazolidine-2,4-diones.The process is believed to involve acid-base reaction with the substrate, carboxylation of its conjugate base to corresponding carbamate and ring-closure following intramolecular SN2 reaction.A variety of oxazolidine-2,4-diones, including clinically used trimethadione and malidone, have been prepared in high to excellent yield, which established the scope and generality of this new ring-forming process.

The Conversion of Phenols to Primary and Secondary Aromatic Amines via a Smiles Rearrangement

The conversion of phenols to 2-aryloxy-2-methylpropanamides (1) and the Smiles rearrangement of these to N-aryl-2-hydroxy-2-methyl propanamides are described; hydrolysis of the latter compounds yields anilines.The scope and limitations of reaction are discussed.Routes, some involving α-lactams, from phenols to N-substituted derivatives of (1) have been developed.Under the conditions of the Smiles rearrangement these secondary 2-methylpropanamides can form directly anilides, N-alkylanilines, or benzoxazinones.