90493-85-9

Basic information

• Product Name: Acetamide, N-(2-bromophenyl)-N-hydroxy-
• CAS NO: 90493-85-9
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Mol File: 90493-85-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Acetamide, N-(2-bromophenyl)-N-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(2-bromophenyl)-N-hydroxy-(90493-85-9)
• EPA Substance Registry System: Acetamide, N-(2-bromophenyl)-N-hydroxy-(90493-85-9)

Safety Data

• Hazardous Substances Data: 90493-85-9(Hazardous Substances Data)

Upstream product

• 19519-75-6 1-bromo-2-nitrosobenzene 
• 431-03-8 dimethylglyoxal 
• 577-19-5 2-nitrophenyl bromide 
• 35758-75-9 N-(2-bromophenyl)hydroxylamine 
• 75-36-5 acetyl chloride 

Downstream Products

• 1003-98-1 2-bromo-4-fluoroaniline 
• 1009-22-9 N-(2-bromo-4-fluorophenyl)acetamide 

Relevant articles and documents

Catalyst-free generation of acyl radicals induced by visible light in water to construct C-N bonds

We describe herein a catalyst-free and redox-neutral photochemical strategy for the direct generation of acyl radicals from α-diketones, and its selective conversion of nitrosoarenes to hydroxyamides or amides with AcOH or NaCl as an additive. The reaction was carried out under mild conditions in water with purple LEDs as the light source. A broad scope of substrates was demonstrated. Mechanistic experiments indicate that α-diketones cleave to give acyl radicals, with hydroxyamides being further reduced to amides.

TRIFLUOROMETHOXYLATION OF ARENES VIA INTRAMOLECULAR TRIFLUOROMETHOXY GROUP MIGRATION

The present invention provides a process of producing a trifluoromethoxylated aryl or trifluoromethoxylated heteroaryl having the structure: (I), wherein A is an aryl or heteroaryl, each with or without subsutitution; and R1 is -H, -(alkyl), -(alkenyl), -(alkynyl), -(aryl), -(heteroaryl), - (alkylaryl), - (alkylheteroaryl), -NH-(alkyl), -N(alkyl)2, -NH-(alkenyl), -NH-(alkynyl) -NH-(aryl), -NH-(heteroaryl), -O-(alkyl), -O-(alkenyl), -O-(alkynyl), -O-(aryl), -O-(heteroaryl), -S-(alkyl), -S- (alkenyl), -S-(alkynyl), -S-(aryl), or -S-(heteroaryl), comprising: (a) reacting a compound having the structure: (II), with a trifluoromethylating agent in the presence of a base in a first suitable solvent under conditions to produce a compound having the structure: (III); and (b) maintaining the compound produced in step (a) in a second suitable solvent under conditions sufficient to produce the trifluoromethoxylated aryl or trifluormethoxylated heteroaryl having the structure: (I).

Novel Reactions: Part I - Facile Synthesis of Substituted ortho-Chloranilines from Nitrobenzene Derivatives

N-Substituted benzo and acetohydroxamic acids (5), prepared from N-arylhydroxylamines and benzoyl or acetyl chloride, react readily with thionyl chloride at low temperature to give ortho-chloroanilide derivatives (6) in good yield.The latter (6) on hydrolysis give ortho-chloroanilines (10).Since the N-arylhydroxylamines are obtained from nitroarenes by partial reduction, the overall reaction amounts to the preparation of 10 from nitroarenes.