Reaction #2358559

Reaction equation

10-methyl-9-oxo-9,10-dihydroacridine-2,7-disulfonyl dichloride

3,5-dimethylpiperidine

→

2,7-bis(3,5-dimethylpiperidin-1-ylsulfonyl)-10-methylacridin-9(10H)-one

Solvents

THF

Conditions

Workup

1. 1
   OtherSolvent was evaporated
2. 2
   workup.ADDITIONthe residue was treated with 1 N HCl (50 mL)
3. 3
   workup.STIRRINGstirred for 10 minutes
4. 4
   FiltrationYellow product was collected by filtration
5. 5
   Washwashed with water and methanol
6. 6
   Otherdried
7. 7
   OtherCrude material was crystallized from chloroform-ethanol
8. 8
   Otherto provide 900 mg (80%) of yellow 11-4

Procedure

To a solution of 10-methyl-9-oxo-9,10-dihydroacridine-2,7-disulfonyl dichloride from Example 7 (810 mg, 2 mmole) in THF (20 mL) was added 3,5-dimethylpiperidine (2 mL, 15 mmole) and the reaction mixture was stirred at room temperature for 6 hours. Solvent was evaporated and the residue was treated with 1 N HCl (50 mL) and stirred for 10 minutes. Yellow product was collected by filtration, washed with water and methanol and dried. Crude material was crystallized from chloroform-ethanol to provide 900 mg (80%) of yellow 11-4. MS 560 (MH+).

Source