Morpholine → 5-nitro-2-morpholino-3-(2H-1,2,3-triazol-2-yl)pyridine

HRID 2406749Notes

Reaction equation

HRID 2406749 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.O1CCOCC1.Cl[C:14]1[C:19]([N:20]2[N:24]=[CH:23][CH:22]=[N:21]2)=[CH:18][C:17]([N+:25]([O-:27])=[O:26])=[CH:16][N:15]=1>O>[N+:25]([C:17]1[CH:18]=[C:19]([N:20]2[N:24]=[CH:23][CH:22]=[N:21]2)[C:14]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[N:15][CH:16]=1)([O-:27])=[O:26]

Participants

5

Reactant 3

HCID 8083MorpholineHCID 312751,4-DioxaneHCID 866838702-chloro-5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridine

Product 1

HCID 866838765-nitro-2-morpholino-3-(2H-1,2,3-triazol-2-yl)pyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Morpholine (0.5 ml) was added to a 1,4-dioxane solution (1 ml) containing 2-chloro-5-nitro-3-(2H-1,2,3-triazol-2-yl)pyridine (30 mg), followed by stirring at room temperature for 30 minutes. Water was added to the reaction solution, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate, the solvent was distilled away under reduced pressure, and a yellow solid of 5-nitro-2-morpholino-3-(2H-1,2,3-triazol-2-yl)pyridine (33 mg) was thus obtained.

Workup

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe resultant was washed with saturated saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-9937e7ccdbd744f2bae1c156bbea4a45
Source dataset
uspto-grants-2014_08
Patent number
US08809371B2

Reaction notes

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