157027-30-0

Basic information

• Product Name: Quinoline, 4-azido-2-chloro-
• CAS NO: 157027-30-0
• Molecular Formula: C9H5ClN4
• Molecular Weight: 204.619
• Mol File: 157027-30-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Quinoline, 4-azido-2-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 4-azido-2-chloro-(157027-30-0)
• EPA Substance Registry System: Quinoline, 4-azido-2-chloro-(157027-30-0)

Safety Data

• Hazardous Substances Data: 157027-30-0(Hazardous Substances Data)

Upstream product

• 703-61-7 2,4-dichloroquinoline 

Downstream Products

• 80947-25-7 2-chloroquinoline-4-amine 
• 110216-87-0 1H-4-amino-2-oxo-1,2-dihydroquinoline 
• 157027-50-4 C₂₇H₂₀ClN₂P 

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.