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

HRID 340494Notes

Reaction equation

HRID 340494 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-91fbd0e7fe10436397ae04c6150fee84
Source dataset
uspto-grants-2014_11
Patent number
US08895585B2

Reaction notes

Loading…