Water → HCID 69521952, compound

HRID 856728Notes

Reaction equation

HRID 856728 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=1.O>C1COCC1>[N+:22]([C:19]1[CH:20]=[CH:21][C:16]([CH2:15][CH2:14][CH2:13][N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)=[CH:17][CH:18]=1)([O-:24])=[O:23]

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 104444821-(3-Bromopropyl)-4-nitrobenzene

Product 1

HCID 69521952HCID 69521952, compoundYield 45.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
50 °C

Procedure

1,2,4-triazole (0.68 g) was dissolved in THF (8.0 ml), potassium carbonate (2.7 g) was added to the mixture, a solution of 1-(3-bromopropyl)-4-nitrobenzene (1.6 g) in. THF (8.0 ml) was added dropwise to the solution, and the mixture was stirred for 60 hours at 50° C. After cooling to room temperature, the reaction solution was added to water and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 1-[3-(4-nitrophenyl)propyl]-1,2,4-triazole (0.69 g).

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-9c3cbe00154d4ac39aeb44dbd76fa5db
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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