Formaldehyde → 3-MORPHOLINOMETHYL-3H-OXAZOLO[4,5-b]PYRIDIN-2-ONE

HRID 465987Notes

Reaction equation

HRID 465987 reaction equation
[O:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[NH:3][C:2]1=[O:10].[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.[CH2:17]=O>>[O:14]1[CH2:15][CH2:16][N:11]([CH2:17][N:3]2[C:4]3=[N:5][CH:6]=[CH:7][CH:8]=[C:9]3[O:1][C:2]2=[O:10])[CH2:12][CH2:13]1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 2799900Oxazolo(4,5-b)pyridin-2(3H)-one

Product 1

HCID 157454273-MORPHOLINOMETHYL-3H-OXAZOLO[4,5-b]PYRIDIN-2-ONE

Conditions

Temperature
50 °C

Procedure

4.1 g (0.03 mol) of 3H-oxazolo[4,5-b]pyridin-2-one are dissolved in 100 ml of alcohol at 95° C. 2.88 g (0.33 mol) of morpholine and then 3 ml of 30% aqueous formaldehyde solution are added. The mixture is stirred on a water bath at a temperature in the region of 50° C. for one hour 30 minutes, stirring being maintained. The mixture is left to stand for one hour at room temperature. The crystals are drained and recrystallized.

Workup

  1. stirringstirring
  2. temperaturebeing maintained
  3. waitThe mixture is left
  4. waitto stand for one hour at room temperature
  5. customrecrystallized

Sources & evidence

ORD record
ord-6cf0aa728b40496e8c2e5636e6579f0f
Source dataset
uspto-grants-1992_10
Patent number
US05155116

Reaction notes

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