Abstract 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-tetrazolo [1, 5-a] quinolines (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-chlorotetrazolo [1, 5-a] quinolines (5g–i). When the ...