تفاعل #1106670

معادلة التفاعل

1,5-dichloroanthraquinone

Potassium t-butoxide

triisobutylphosphatrane

3-aminopyridine

→

Compound 27

1,5-bis(pyridin-3-ylamino)anthracene-9,10-dione

المذيبات

Toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىThe system was flushed with argon
2. 2
   درجة الحرارةheated
3. 3
   درجة الحرارةto reflux overnight
4. 4
   درجة الحرارةThe mixture was cooled
5. 5
   أخرىthe solvent was removed under vacuum
6. 6
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
7. 7
   غسيلThe organic layer was washed with water twice
8. 8
   تجفيفdried over anhydrous magnesium sulfate
9. 9
   أخرىAfter the solvent was removed
10. 10
    أخرىthe residue was purified by flash chromatography

الإجراء التجريبي

Potassium t-butoxide (3.37 g, 30 mmol) and Pd2(dba)3 (0.55 g, 0.6 mmol) were added to a 100 mL round bottom flask. Toluene (50 mL) and triisobutylphosphatrane (0.82 g, 2.4 mmol) were then added, followed by 3-aminopyridine (1.88 g, 20 mmol) and 1,5-dichloroanthraquinone (2.77 g, 10 mmol). The system was flushed with argon and heated to reflux overnight. The mixture was cooled and the solvent was removed under vacuum. The residue was dissolved in dichloromethane and water. The organic layer was washed with water twice and dried over anhydrous magnesium sulfate. After the solvent was removed, the residue was purified by flash chromatography to provide Compound 27 as a red solid. The structure of Compound 27 is given below:

المصدر