4-Methylmorpholine → 2-(4-Morpholino-6-propyl-1,3,5-triazin-2-yl)aminoethanol

HRID 1031873Notes

Reaction equation

HRID 1031873 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH2:8][CH2:9][CH3:10])[N:5]=[C:4]([NH:11][CH2:12][CH2:13][OH:14])[N:3]=1.C[N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>O1CCOCC1>[O:19]1[CH2:20][CH2:21][N:16]([C:2]2[N:7]=[C:6]([CH2:8][CH2:9][CH3:10])[N:5]=[C:4]([NH:11][CH2:12][CH2:13][OH:14])[N:3]=2)[CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 79724-MethylmorpholineHCID 22167007HCID 22167007, compound

Product 1

HCID 1309282-(4-Morpholino-6-propyl-1,3,5-triazin-2-yl)aminoethanolYield 69.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

10.83 g (0.05 mole) of 2-[(4-chloro-6-propyl-1,3,5-triazin-2-yl)amino]-ethanol and 15.15 g (0.15 mole) of N-methylmorpholine are mixed in 100 ml of dioxane. The mixture is heated under reflux for 20 hours; it is then cooled and the dioxane is removed under reduced pressure. The residue is dissolved in 200 ml of ethyl acetate. The solution is washed twice with 50 ml of water, dried over sodium sulfate and concentrated. The product crystallizes during the evaporation. 9.23 g of 2-[(4-morpholino-6-propyl-1,3,5-triazin-2-yl)amino]-ethanol identical to the product obtained above are obtained.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 20 hours
  3. temperatureit is then cooled
  4. customthe dioxane is removed under reduced pressure
  5. dissolutionThe residue is dissolved in 200 ml of ethyl acetate
  6. washThe solution is washed twice with 50 ml of water
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated
  9. customThe product crystallizes during the evaporation

Sources & evidence

ORD record
ord-0372058854e04a02890a5ee2e5bfa59a
Source dataset
uspto-grants-1990_09
Patent number
US04956367

Reaction notes

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