54494-09-6

Basic information

• Product Name: 5-(3-chlorophenyl)-3-phenyl-1,2,4-oxadiazole
• Synonyms: 5-(3-chlorophenyl)-3-phenyl-1,2,4-oxadiazole
• CAS NO: 54494-09-6
• Molecular Weight: 256.691
• Mol File: 54494-09-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-(3-chlorophenyl)-3-phenyl-1,2,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-chlorophenyl)-3-phenyl-1,2,4-oxadiazole(54494-09-6)
• EPA Substance Registry System: 5-(3-chlorophenyl)-3-phenyl-1,2,4-oxadiazole(54494-09-6)

Safety Data

• Hazardous Substances Data: 54494-09-6(Hazardous Substances Data)

Upstream product

• 618-46-2 m-Chlorobenzoyl chloride 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 108-41-8 1-chloro-3-methylbenzene 
• 1670-14-0 benzamidine monohydrochloride 
• 873-67-6 benzonitrile oxide 
• 766-84-7 3-chloro-benzonitrile 

Relevant articles and documents

An Efficient Synthesis of Functionalized 2 H -1,3,5-Oxadiazines via Metal-Carbenoid-Induced 1,2,4-Oxadiazole Ring Cleavage

A high-yielding method for the synthesis of 2 H -1,3,5-oxadiazines by rhodium(II)- or copper(II)-catalyzed reaction of 1,2,4-oxadiazoles with α-diazo esters has been developed. The reaction proceeds via attack of the metallocarbenoid on the oxadiazole N2 atom followed by ring opening/1,6-electrocyclization and enables the introduction of alkyl, aryl, oxy, and amino substituents into the 6-position and electron-withdrawing groups into the 2-position of 1,3,5-oxadiazine. The N2-attack and the N4-attack of the carbenoid cause different oxadiazole ring openings, which are controlled by the substitution at C5. The presence of a substituent at this position is a prerequisite for the N2-attack to occur, leading to the formation of 1,3,5-oxadiazines.