15952-20-2

Basic information

• Product Name: Benzoxazole, 6-chloro-2-phenyl-
• CAS NO: 15952-20-2
• Molecular Formula: C13H8ClNO
• Molecular Weight: 229.666
• Mol File: 15952-20-2.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: Benzoxazole, 6-chloro-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoxazole, 6-chloro-2-phenyl-(15952-20-2)
• EPA Substance Registry System: Benzoxazole, 6-chloro-2-phenyl-(15952-20-2)

Safety Data

• Hazardous Substances Data: 15952-20-2(Hazardous Substances Data)

Upstream product

• 956-29-6 N-(2-bromo-4-chlorophenyl)benzamide 
• 1608-45-3 4-chloro-1,2,-diiodobenzene 
• 55-21-0 benzamide 
• 98-88-4 benzoyl chloride 
• 5958-24-7 6-chloro-2-chloromethyl-4-phenylquinazoline-3-oxide 
• 92104-27-3 6-chloro-4-phenylquinazoline 3-oxide 
• 873-38-1 4-chloro-2-bromoaniline 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 28443-50-7 2-amino-5-chlorophenol 
• 64073-93-4 N-Benzyliden-4-chlor-2-hydroxy-anilin 
• 53442-08-3 N-(4-chlorophenyl)benzamide oxime 
• 106-47-8 4-chloro-aniline 
• 698-16-8 benzohydroximoyl chloride 
• 100-52-7 benzaldehyde 

Downstream Products

• 1396008-51-7 2-hydroxy-6-(2-(2-phenylbenzo[d]oxazol-6-yl)ethyl)benzoic acid 
• 1396008-57-3 2,2-dimethyl-5-(2-(2-phenylbenzo[d]oxazol-6-yl)ethyl)-4H-benzo[d][1,3]dioxin-4-one 
• 1396008-56-2 2,2-dimethyl-5-((2-phenylbenzo[d]oxazol-6-yl)ethynyl)-4H-benzo[d][1,3]dioxin-4-one 
• 79108-84-2 6-chloro-2-(2-hydroxyphenyl)benzoxazole 

Relevant articles and documents

Delivering 2-Aryl Benzoxazoles through Metal-Free and Redox-Neutral De-CF3Process

An unexpected cleavage of the Csp3-CF3 bond of CF3-hydrobenzoxazoles has been disclosed, affording a range of 2-aryl benzoxazoles under metal-free and redox-neutral conditions. This transformation has demonstrated broad substrate scope and good compatibility of functional groups. 2-Aryl benzothiazole and 2-aryl benzoimidazole could be smoothly assembled in the same manner. On the basis of preliminary mechanistic studies, base initiated and aromatization driven β-carbon elimination was considered to be the key step for the formation of 2. This reaction offers an alternative, facile, and sustainable route to access important 2-aryl benzoxazole motifs.

Sulfur-Promoted Synthesis of Benzoxazoles from 2-Aminophenols and Aldehydes

Elemental sulfur (S8) was found to be an excellent stoichiometric oxidant to promote oxidative condensation of 2-aminophenols with a wide range of aldehydes, including aliphatic aldehyde such as cyclohexanecarboxaldehyde. The reactions were catalyzed by sodium sulfide in the presence of DMSO as an additive. The benzoxazole products were obtained in satisfactory yields. The reaction conditions could be applied to larger syntheses (10–50 mmol).

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.