2593-27-3

Basic information

• Product Name: o-bromo-N-hydroxybenzamide
• Synonyms: o-bromo-N-hydroxybenzamide
• CAS NO: 2593-27-3
• Molecular Weight: 216.034
• Mol File: 2593-27-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: o-bromo-N-hydroxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: o-bromo-N-hydroxybenzamide(2593-27-3)
• EPA Substance Registry System: o-bromo-N-hydroxybenzamide(2593-27-3)

Safety Data

• Hazardous Substances Data: 2593-27-3(Hazardous Substances Data)

Upstream product

• 88-65-3 2-bromobenzoic-acid 
• 7154-66-7 2-bromobenzoic acid chloride 
• 34158-72-0 2-bromobenzaldehyde oxime 
• 6091-64-1 2-bromobenzoic acid ethyl ester 
• 610-94-6 2-bromobenzoic acid methyl ester 

Downstream Products

• 615-36-1 2-bromoaniline 
• 1234707-32-4 5-chloro-2-(2-bromophenyl)-4H-benzo[d][1,3]oxazin-4-one 
• 10113-38-9 N-(2-bromophenyl)formamide 

Relevant articles and documents

Cobalt-Catalyzed Ortho-C(sp2)-H Amidation of Benzaldehydes with Dioxazolones Using Transient Directing Groups

An efficient and convenient cobalt-catalyzed ortho-C(sp2)-H amidation of benzaldehydes employing dioxazolones as the aminating reagent has been developed. The key feature of this protocol is the use of green and economic earth-abundant metals c

Palladium-catalyzed cascade decarboxylative amination/6- endo-dig benzannulation of o-alkynylarylketones with n-hydroxyamides to access diverse 1-naphthylamine derivatives

An efficient and practical one-pot strategy to produce highly substituted 1-naphthylamines via sequential palladium-catalyzed decarboxylative amination/intramolecular 6-endo-dig benzannulation reactions has been described. In this reaction, a broad range of electron-rich, electron-neutral, and electron-deficient o-alkynylarylketones react well with N-hydroxyl aryl/alkylamides to give a diversity of 1-naphthylamines in good to excellent yields under mild reaction conditions. The gram-scale synthesis, with benefits such as undiminished product yield and easy transformation, illustrated the practicality of this method.

Consecutive Lossen rearrangement/transamidation reaction of hydroxamic acids under catalyst- and additive-free conditions

The Lossen rearrangement is a classic process for transforming activated hydroxamic acids into isocyanate under basic or thermal conditions. In the current report we disclosed a consecutive Lossen rearrangement/transamidation reaction in which unactivated hydroxamic acids were converted into N-substituted formamides in a one-pot manner under catalyst- and additive-free conditions. One feature of this novel transformation is that the formamide plays triple roles in the reaction by acting as a readily available solvent, a promoter for additive-free Lossen rearrangement, and a source of the formyl group in the final products. Acyl groups other than formyl could also be introduced into the product when changing the solvent to other low molecular weight aliphatic amide derivatives. The solvent-promoted Lossen rearrangement was better understood by DFT calculations, and the intermediacy of isocyanate and amine was supported well by experiments, in which the desired products were obtained in excellent yields under similar conditions. Not only monosubstituted formamides were synthesized from hydroxamic acids, but also N,N-disubstituted formamides were obtained when secondary amines were used as precursors.