108832-11-7

Basic information

• Product Name: Quinoline, 4-azido-2-chloro-3-phenyl-
• CAS NO: 108832-11-7
• Molecular Formula: C15H9ClN4
• Molecular Weight: 280.716
• Mol File: 108832-11-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Quinoline, 4-azido-2-chloro-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 4-azido-2-chloro-3-phenyl-(108832-11-7)
• EPA Substance Registry System: Quinoline, 4-azido-2-chloro-3-phenyl-(108832-11-7)

Safety Data

• Hazardous Substances Data: 108832-11-7(Hazardous Substances Data)

Upstream product

• 108832-15-1 2,4-dichloro-3-phenylquinoline 
• 14933-29-0 4-hydroxy-3-phenyl-2(1H)-quinolone 

Downstream Products

• 72004-74-1 4-amino-3-phenylquinoline-2<1H>-one 
• 157027-51-5 C₃₃H₂₄ClN₂P 

Relevant articles and documents

Regioselective Azidation of 2,4-Dichloroquinolines

Reactions of 2,4-dichloroquinolines (2a-f) with sodium azide in DMF lead either regioselectively to 4-azido-2-chloroquinolines (3a-f) or with excess of sodium azide and catalysts to 5-azido-tetrazoloquinolines (4a-f). 2,4-Dichloroquinolines (2g-i) having electron donating substituents in 3-position react with sodium azide in DMF to a mixture of 4-azido-2-chloroquinolines (3g-i) and 5-chlorotetrazoloquinolines (5g-i).When the reaction of the 2,4-dichloroquinolines (2a-i) with sodium azide is carried out in ethanol with addition of methanesulfonic acid, regioselectively 5-chloro-tetrazoloquinolines (5a-i) are obtained.Structural assignments of 3 and 5 have been carried out by 13C-NMR spectra, IR spectra and degradation reactions of the azido- and tetrazolo group to aminoquinolines (7 and 10) via iminophosphoranes (8 and 9).It could be shown that in 2-azido/tetrazolo-quinolines (4 and 5) the tetrazole ring structure is the dominant species.