Reaction #433188

Reaction equation

diethylenetriamine

NaOH

monochloro

2-Chloro-4-[N-(2,2,6,6-tetramethyl-4piperidyl)-n-butylamino]-6-(2,2,6,6-tetramethyl-4-hexyloxypiperidin-1yl)-1,3,5-triazine

→

N,N',N"-Tris{2-(2,2,6,6-tetramethyl-4-hexyloxypiperidin-1-yl)-4-[N-(2,2,6,6-tetramethylpiperidin-4-yl)-butylamino]-1,3,5-triazin-6-yl}-diethylenetriamine

Solvents

water

toluene

Conditions

Workup

1. 1
   TemperatureAfter warming to 100°
2. 2
   workup.DISTILLATIONto distill off
3. 3
   workup.ADDITIONA further 50 ml of toluene and 1 g of polyethylene glycol 1000 and 0.9 g of NaOH are added
4. 4
   Temperaturethe mixture is heated
5. 5
   Temperatureunder reflux
6. 6
   TemperatureAfter cooling
7. 7
   workup.ADDITIONthe reaction mixture is diluted
8. 8
   Washthe solution is washed four times with water
9. 9
   DryingThe organic solution is dried over Na2SO4
10. 10
    Otherevaporated
11. 11
    workup.DISSOLUTIONThe residue is dissolved in 50 ml of methanol
12. 12
    Filtrationfiltered through 200 g of silica gel
13. 13
    Washwashed with 500 ml of methanol
14. 14
    OtherThe methanol solution is evaporated

Procedure

0.71 ml of diethylenetriamine and 0.9 g of NaOH, dissolved in 3 ml of water, are added to 10.6 g of the monochloro derivative from Example 70, dissolved in 50 ml of toluene. After warming to 100°, the solvent begins to distill off. A further 50 ml of toluene and 1 g of polyethylene glycol 1000 and 0.9 g of NaOH are added and the mixture is heated with stirring for 14 h under reflux. After cooling, the reaction mixture is diluted using 100 ml of ethyl acetate and the solution is washed four times with water. The organic solution is dried over Na2SO4 and evaporated. The residue is dissolved in 50 ml of methanol, filtered through 200 g of silica gel and washed with 500 ml of methanol. The methanol solution is evaporated, the residue being a nearly colorless resin.

Source