Diisopropylamine → HCID 12385317, compound

Participants

Reaction Steps

8-Amino-6-methoxy-4-methylquinoline (5.5 g, 0.03 mole), the above bromophthalimidohexane (8.2 g, 0.26 mole) and diisopropylamine (2.55 g) were dissolved in a mixture ethanol (4.3 ml) and 2-ethoxyethanol (4.3 ml). This solution was heated in a sealed tube at 150° for 3.5 hr. After cooling, the reaction mixture was diluted with ether (400 ml). Diisopropylamine hydrobromide was removed by filtration and the filtrate was concentrated to dryness. The residue crystallized upon trituration with EtOH (50 ml) to give the title compound (5.2 g, 47%), contaminated with a trace amount of starting material. Additional starting 8-aminoquinoline could be recovered from the ethanol filtrate.

Provenance & Evidence