Azidiniumsalze. 7. Mitteilung [1]. Synthese von 1‐Äthyl‐2‐azido‐6‐X‐chinolinium‐fluoroboraten

Abstract 6‐X‐Quinolines (X = CH3, C6H5, CO2C2H5, Cl, Br) are successively transformed into 1‐methyl‐6‐X‐carbostyrils, 2‐chloro‐6‐X‐quinolines and 1‐ethyl‐2‐chloro‐6‐X‐quinolinium‐tetrafluoroborates; the latter are transformed into the title compounds by reaction with sodium azide in methanol. 2‐Chloro‐6‐acetamido‐quinoline is alkylated at two positions: at the nitrogen atom of the heterocyclic ring and obviously at the oxygen atom of the 6‐substituent; with sodium azide in methanol the product of alkylation yields 1‐ethyl‐2‐azido‐6‐amino‐quinolinium‐tetrafluoroborate. 1‐Ethyl‐2‐azido‐6‐nitro‐quinolinium‐tetrafluoroborate is obtained by treating 1‐ethyl‐2‐hydrazino‐6‐nitro‐quinolinium‐chloride with sodium tetrafluoroborate and sodium nitrite in diluted hydrochloric acid.