63272-45-7

Basic information

• Product Name: Oxazole, 4-bromo-2-(4-methoxyphenyl)-5-phenyl-
• CAS NO: 63272-45-7
• Molecular Formula: C16H12BrNO2
• Molecular Weight: 330.181
• Mol File: 63272-45-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Oxazole, 4-bromo-2-(4-methoxyphenyl)-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxazole, 4-bromo-2-(4-methoxyphenyl)-5-phenyl-(63272-45-7)
• EPA Substance Registry System: Oxazole, 4-bromo-2-(4-methoxyphenyl)-5-phenyl-(63272-45-7)

Safety Data

• Hazardous Substances Data: 63272-45-7(Hazardous Substances Data)

Upstream product

• 6346-07-2 4-methoxy-N-(2-phenylethyl)benzamide 
• 613-90-1 benzoyl cyanide 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

Solar photo-thermochemical syntheses of 4-bromo-2,5-substituted oxazoles from N-arylethylamides

Solar photo-thermochemical C(sp3)-H bromination, conducted efficiently in a specially designed reactor, was reported recently. In the present study, the more complex formation of 4-bromo-2,5-substituted oxazoles from N-arylethylamides using this approach was achieved. The one-pot syntheses were carried out with N-bromosuccinimide-dichloroethane over 6 h (10.00 am to 4.00 pm) on sunny days. The isolated yields were in the range 42-82%. Benzylic bromination, followed by O-C bond formation through intramolecular nucleophilic substitution, and a second benzylic bromination followed by HBr elimination, gave the oxazole ring. A third bromination of the ring yielded the final product. The feasibility of synthesizing thiazole derivatives using a similar approach was also demonstrated. During the course of the reactions, succinimide and HBr were co-generated in the aqueous phase. Treatment with NaBrO3 and additional acid returned the reagent in 57% isolated yield upon chilling. The overall methodology was greener as a result.