8-Aminoquinoline → HCID 22670868, compound

Participants

Reaction Steps

The reaction of 5.0 g (0.0347 mole) of 8-aminoquinoline with 5.43 g (0.0347 mole) of n-butanesulfonyl chloride was carried out in 10 ml of pyridine at room temperature. After 2 hours from the start of the reaction, the reaction mixture was washed with water, extracted with diethyl ether, purified by column chromatography and concentrated to give 10.32 g (0.032 mole, 92%) of 8-(n-butylsulfonamido)quinoline. Then, 5.0 g (0.019 mole) of the 8-(n-butylsulfonamido)quinoline, 2.12 g (0.019 mole ) of zinc chloride and 4.76 g (0.047 mole) of triethylamine were suspended in 30 ml of ethanol and allowed to react at room temperature. After 3 hours, the separated yellow powder was filtered, washed with ethanol and purified by column chromatography to give 8.62 g (91.0%) of Compound N as yellow crystals. The maximum PL wavelength of this compound in chloroform was 510 nm.

Provenance & Evidence