106660-44-0

Basic information

• Product Name: 1H-Pyrazolo[3,4-b]quinoxaline, 1-(3-chlorophenyl)-
• CAS NO: 106660-44-0
• Molecular Formula: C15H9ClN4
• Molecular Weight: 280.716
• Mol File: 106660-44-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazolo[3,4-b]quinoxaline, 1-(3-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazolo[3,4-b]quinoxaline, 1-(3-chlorophenyl)-(106660-44-0)
• EPA Substance Registry System: 1H-Pyrazolo[3,4-b]quinoxaline, 1-(3-chlorophenyl)-(106660-44-0)

Safety Data

• Hazardous Substances Data: 106660-44-0(Hazardous Substances Data)

Upstream product

• 112032-32-3 2-formylquinoxaline oxime 
• 14763-20-3 3-chlorophenyl hydrazine 
• 141-85-5 3-chloroaniline hydrochloride 
• 14003-34-0 3-methyl-2-oxo-1,2-dihydroquinoxaline 
• 106684-90-6 3-Formyl-2-oxo-1,2-dihydroquinoxaline m-Chlorophenylhydrazone 
• 106660-41-7 N-(3-Chloro-phenyl)-N'-[1-(3-chloro-quinoxalin-2-yl)-meth-(E)-ylidene]-hydrazine 

Relevant articles and documents

Quinoxalines X [1]. A new and convenient synthesis of 1H-pyrazolo[3,4-b]quinoxalines (flavazoles)

Quinoxaline-2-aldoximes and -ketoximes (6) react with hydrazine, alkylhydrazines or arylhydrazines under acidic conditions to afford 1H-pyrazolo[3,4-b]quinoxalines (flavazoles) (1). Since the oximes (6) are easily available from phenylenediamine, the herein described methodology provides a convenient two step entry to various functionalized flavazoles. Furthermore, acylation and alkylation of the 1-unsubstituted 1H-pyrazolo[3,4-b]quinoxalines 7 proceeds smoothly and in good yield to afford 31 different flavazoles 11 and 12.

A Facile Synthesis of Novel 1-Aryl-1H-pyrazoloquinoxalines

The reactions of 3-methyl-2-oxo-1,2-dihydroquinoxaline 3 with chlorophenyl diazonium salts afforded the hydrazones 4a-c, whose chlorinations with phosphoryl chloride gave the dichlorides 5a-c.Refluxing of the dichlorides 5a-c and base in N,N-dimethylformamide provided the 1-aryl-1H-pyrazoloquinoxalines 6a-c.