反应详情

温度

80 °C

6.33 g of anhydrous potassium carbonate are added to a solution of 2.5 g of 3,6-diaminoacridine hydrochloride and 3.55 ml of 1-bromooctane in 50 ml of dimethyl sulfoxide, and the mixture is stirred at 80° C. for 48 hours. The cooled reaction mixture is subsequently poured onto ice, and the brown suspension is extracted with methylene chloride. The organic phase is washed with saturated aqueous NaCl solution and dried over sodium sulfate. After evaporation, the red-brown oil is chromatographed on silica gel using methylene chloride/methanol (9:1). After evaporation of the solvent, the residue is taken up in diethyl ether/methanol (10:1) and chromatographed on aluminium oxide. The eluate is taken up in methanol, 2N HCl is added, the mixture is extracted with diethyl ether, and the ether phase is dried and evaporated. The residue is dissolved in methylene chloride, n-hexane is added, and the red crystalline precipitate formed is filtered off. Further product can be isolated from the mother liquor after evaporation. The melting point of the title compound is 245° C. Absorption spectrum (ethanol): λmax =472 nm; ε=51 400.

1. customThe cooled reaction mixture
2. additionis subsequently poured onto ice
3. extractionthe brown suspension is extracted with methylene chloride
4. washThe organic phase is washed with saturated aqueous NaCl solution
5. dry with materialdried over sodium sulfate
6. customAfter evaporation
7. customthe red-brown oil is chromatographed on silica gel
8. customAfter evaporation of the solvent
9. customchromatographed on aluminium oxide
10. addition2N HCl is added
11. extractionthe mixture is extracted with diethyl ether
12. dry with materialthe ether phase is dried
13. customevaporated
14. dissolutionThe residue is dissolved in methylene chloride
15. additionn-hexane is added
16. customthe red crystalline precipitate formed
17. filtrationis filtered off
18. customFurther product can be isolated from the mother liquor
19. customafter evaporation
20. customis 245° C
21. customAbsorption spectrum (ethanol)