反应详情

A mixture of 1,5-dichloro anthraquinone (5.0 g, 18.0 mmol), N,N-dimethylacetamide (30 mL) and N,N-dimethylethylenediamine (2 mL, 18 mmol) was stirred at room temperature for 1 hour and then heated in an oil bath (T=100° C.) for 45 minutes. Reaction mixture was cooled and filtered. To the filtrate petroleum ether (50 mL) was added and combined mixture was stirred at 4° C. over night. Precipitated solid was removed by filtration and supernatant was evaporated to dryness, co-evaporated with chloroform and dried under vacuum. The crude dye was then purified on Biotage SP4 system using a gradient of methanol in chloroform. Appropriate fractions were combined and evaporated to dryness to provide Compound 17 (1.0 g) as a red solid. Rf (9:1 CHCl3/MeOH): 0.46; Abs (max, PBS)=500 nm. The structure of Compound 17 is given below:

1. temperatureheated in an oil bath (T=100° C.) for 45 minutes
2. customReaction mixture
3. temperaturewas cooled
4. filtrationfiltered
5. additionTo the filtrate petroleum ether (50 mL) was added
6. stirringwas stirred at 4° C. over night
7. customPrecipitated solid
8. customwas removed by filtration and supernatant
9. customwas evaporated to dryness, co-evaporated with chloroform
10. customdried under vacuum
11. customThe crude dye was then purified on Biotage SP4 system
12. customevaporated to dryness