7597-73-1

Usage

Uses

Used in Biological Research:
N-(1-bromo-2-naphthyl)acetamide is used as a research compound for studying its interactions with biological systems. Its unique structure and properties allow scientists to investigate its potential effects on biological processes and mechanisms.
Used in Material Science:
N-(1-bromo-2-naphthyl)acetamide is used as a material in the development of new compounds and materials. Its chemical properties can be harnessed to create novel materials with specific characteristics, such as improved stability or reactivity.
Used in Chemical Synthesis:
N-(1-bromo-2-naphthyl)acetamide is used as a starting material or intermediate in the synthesis of more complex organic compounds. Its reactivity and structural features make it a valuable component in the creation of new chemical entities.

InChI:InChI=1/C12H10BrNO/c1-8(15)14-11-7-6-9-4-2-3-5-10(9)12(11)13/h2-7H,1H3,(H,14,15)

Upstream product

• 581-97-5 2-acetylaminonaphthalene 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 91-59-8 naphthalen-2-ylamine 
• 2508-23-8 N-Hydroxy-2-acetylaminonaphthalin 
• 20191-75-7 1-bromo-2-naphthylamine 
• 77-48-5 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione 

Downstream Products

• 20191-75-7 1-bromo-2-naphthylamine 
• 64574-27-2 N-(1,8-dinitro-[2]naphthyl)-acetamide 
• 7066-11-7 N-(1-bromo-[2]naphthyl)-diacetamide 
• 6329-24-4 2-acetoaminonaphthalene-1-carbonitrile 
• 109297-28-1 2-Chloronaphthalene-1-carbonitrile 
• 109297-21-4 2--1-tolylsulphonyl-1a,7b-dihydro-1H-cyclopropanaphthalene-3-carbonitrile 
• 85-02-9 benzo[f]quinoline 
• 342-55-2 1-bromo-2-fluoro-naphthalene 
• 85-01-8 phenanthrene 

Relevant academic research and scientific papers

Nickel(II)- And Silver(I)-Catalyzed C-H Bond Halogenation of Anilides and Carbamates

ortho -C-H bond halogenation of anilides and N -aryl carbamates using easily available N -halosuccinimides (NXS) as the active halogenation reagent in the presence of nickel or silver catalyst has been developed. This method provides a new approach to 2-haloanilides and carbamates, which may serve as starting materials for the synthesis of pharmaceutically and biologically active compounds.

Practical bromination of arylhydroxylamines with SOBr2 towards ortho-bromo-anilides

A facile approach for synthesizing ortho-bromoanilides from readily available aryhydroxylamines and thionyl bromide is demonstrated in this work. Mild reaction conditions and broad scope of substrates ranging from heterocyclic structures to pharmaceutics-potential motifs are used in the reactions of this paper. Efficient bromination of ortho C–H bonds of the aryhydroxylamines has been achieved. Ortho-bromoanilide products were obtained in good to excellent yields, and model scaled-up reactions of this synthetic approach are shown in this work.

Palladium-Catalyzed, ortho-Selective C-H Halogenation of Benzyl Nitriles, Aryl Weinreb Amides, and Anilides

A palladium-catalyzed, ortho-selective C-H halogenation methodology is reported herein. The highlight of the work is the highly selective C(sp2)-H functionalization of benzyl nitriles in the presence of activated C(sp3)-H bond, which results in good yields of the halogenated products with excellent regioselectivity. Along with benzyl nitriles, aryl Weinreb amides and anilides have been evaluated for the transformation using aprotic conditions. Mechanistic studies yield interesting aspects with respect to the pathway of the reaction and the directing group abilities.

Synthesis of polycyclic aminocyclobutane systems by the rearrangement of N-(ortho-Vinylphenyl) 2-Azabicyclo[3.1.0]hexane derivatives

The acid-catalysed thermal rearrangements of a family of N-aryl 2-azabicyclo[3.1.0]hexanes is described. These substrates, designed in such a way that the aromatic system is conjugated with an alkene group located at the ortho position relative to the nitrogen atom, have been prepared by using an intramolecular Kulinkovich-de Meijere reaction. The rearrangements can then be conducted either under standard thermal conditions or with microwave activation. Depending on the conditions applied and the substitution pattern, dihydroquinoline or polycyclic aminocyclobutane derivatives can be obtained. A mechanistic discussion is provided, with the proposition of the initial protonation of the aminocyclopropane moiety to give an iminium intermediate. By analogy with related intermolecular reactions, the involvement of electrocyclic reactions among the series of elementary steps that follow is put forward. Small rings: The acid-catalysed rearrangement of bicyclic N-aryl aminocyclopropanes with an alkene group located at the ortho position, either under standard thermal conditions or with microwave activation, is described (see scheme). The method provides access to dihydroquinoline and polycyclic aminocyclobutane derivatives. By analogy with related intermolecular reactions, the involvement of an electrocyclic reaction is proposed. Copyright

Reactions of Organic Anions. Part 180. Orientation of the Carbanion Attack of Chloromethyl p-Tolyl Sulphone on 1-Cyanonaphthalene Derivatives

The carbanion of chloromethyl p-tolyl sulphone reacts with cyanonaphthalene derivatives to give bis-annulated products and/or SNAr products and/or products of nucleophilic substitution of hydrogen depending on the structure of the substrates and on reaction conditions.The orientation of the initial carbanion attack is discussed.