反应详情

A stirred mixture of 8-amino-5-(4-chlorophenoxy)- 6-methoxyquinoline (6.2 g, 0.02 mole), 4-bromo-1-phthalimidopentane (6.0 g, 0.02 mole), and triethylamine (2.0 g, 0.02 mole) was heated at 130°-135° for 12 hr. The cooled mixture was extractively treated with arm acetone (50 ml), cooled, and triethylamine hydrobromide collected (3.2 g, 89%). The filtrates were concentrated to dryness, and the residues taken up in chloroform, then treated with 48% hydrobromic acid. The chloroform layer was dried and concentrated, then absolute ether added to precipitate the hydrobromide of the desired compound (8.2 g, 70% yield). As obtained, the hydrobromide melted 194°-198°; following crystallization from ethanol, mp 214°-215°. It analyzed as a monohydrate. The base was liberated as a crystalline solid of mp 75°-77°.

1. temperaturewas heated at 130°-135° for 12 hr
2. temperaturecooled
3. customtriethylamine hydrobromide collected (3.2 g, 89%)
4. concentrationThe filtrates were concentrated to dryness
5. additiontreated with 48% hydrobromic acid
6. dry with materialThe chloroform layer was dried
7. concentrationconcentrated
8. additionabsolute ether added