38435-47-1

Basic information

• Product Name: 2-BROMO-N-HYDROXYBENZENECARBOXYMIDOYL CHLORIDE
• Synonyms: 2-BROMO-N-HYDROXYBENZENECARBOXYMIDOYL CHLORIDE;2-BROMO-ALPHA-CHLOROBENZALDOXIME
• CAS NO: 38435-47-1
• Molecular Formula: C₇H₅BrClNO
• Molecular Weight: 234.48
• Mol File: 38435-47-1.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-BROMO-N-HYDROXYBENZENECARBOXYMIDOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-N-HYDROXYBENZENECARBOXYMIDOYL CHLORIDE(38435-47-1)
• EPA Substance Registry System: 2-BROMO-N-HYDROXYBENZENECARBOXYMIDOYL CHLORIDE(38435-47-1)

Safety Data

• Hazardous Substances Data: 38435-47-1(Hazardous Substances Data)

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 34158-72-0 2-bromobenzaldehyde oxime 

Downstream Products

• 91394-74-0 3-(2-bromo-phenyl)-5-methyl-isoxazole-4-carboxylic acid methyl ester 
• 92545-84-1 3-(2-bromo-phenyl)-5-methyl-isoxazole-4-carboxylic acid 
• 1198578-07-2 4-benzoyl-3-(2-bromophenyl)-4H-isoxazole-5,5-dicarboxylic acid dimethyl ester 
• 1198577-97-7 2-[3-(2-bromophenyl)-5-phenylisoxazol-4-yl]malonic acid dimethyl ester 
• 827332-78-5 3-(2-bromophenyl)-5-phenyl-1,2,4-oxadiazole 
• 1452311-06-6 (Z)-N-benzyl-2-bromo-N'-hydroxybenzimidamide 
• 73552-42-8 2-(2-bromophenyl)benzo[d]oxazole 

Relevant articles and documents

Design and synthesis of sinomenine isoxazole derivatives via 1,3-dipolar cycloaddition reaction

A novel structure of sinomenine isoxazole derivatives is synthesised from sinomenine hydrochloride and aromatic aldehydes and requires six steps. 19 target compounds have been obtained in good yields. The sinomenine hydrochloride transforms to 4-alkynyl sinomenine, which is a key intermediate product to synthesise the target sinomenine isoxazole compounds, after a neutralisation reaction with ammonia and substitution reaction with 3-chloropropyne. Another key intermediate product is 1,3-dipole, which can be obtained from aromatic aldehyde. After treatment with hydroxylamine hydrochloride and then sodium carbonate solution, aromatic aldehyde is converted to aldehyde oxime, which reacts with N-chlorosuccinimide (NCS) to afford aryl hydroximino chloride. 1,3-Dipole is eventually formed in situ while triethylamine (TEA) in DMF is added dropwise. Then 4-alkynyl sinomenine is added to provide the sinomenine isoxazole derivative via 1,3-dipolar cycloaddition reaction as the key step. All the target compounds are characterised by melting point, 1H NMR, 13C NMR, HRMS and FT-IR spectroscopy.

Electrochemical synthesis of 1,2,4-oxadiazoles from amidoximes through dehydrogenative cyclization

A convenient and efficient method for the generation of the iminoxy radical through anodic oxidation was developed for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles fromN-benzyl amidoximes. The transformation proceeds through 1.5-Hydrogen Atom Transfer (1,5-HAT) and intramolecular cyclization. The process features simple operation, mild conditions, broad substrate scope and high functional group compatibility, and provides a facile and practical way for the preparation of 1,2,4-oxadiazoles.

Iodine Promoted One-Pot Synthesis of 2-Aryl Benzoxazoles from Amidoximes via Oxidative Cyclization and Ring Contraction

A molecular I2-promoted one-pot synthesis of 2-aryl benzoxazoles has been developed by using amidoximes rather than the limited 2-aminophenols or 2-haloamides as substrates. The amidoxime substrates provided unique and efficient strategies for converting readily available aniline and benzaldehyde precursors into valuable chemicals. This transformation proceeded smoothly under transition-metal-free conditions through a sequential oxidative cyclization and ring contraction, and provided a potential route for introducing certain groups at any site of the scaffold.