Hydrazine hydrate (1:1) → 3-(Pyridin-4-yl)propan-1-amine

HRID 2229296Notes

Reaction equation

HRID 2229296 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][N:10]2C(=O)C3=CC=CC=C3C2=O)=[CH:3][CH:2]=1.O.NN>CO>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][NH2:10])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12015796N-[3-(4-Pyridyl)propyl]phthalimide

Product 1

HCID 143474663-(Pyridin-4-yl)propan-1-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[3-(4-Pyridyl)propyl]phthalimide (799 mg) and hydrazine monohydrate (600 mg) are dissolved in methanol (15 ml), and the solution is refluxed for four hours. After cooling, the reaction mixture is concentrated under reduced pressure, and chloroform is added to the residue. The organic layer is washed with a saturated aqueous sodium carbonate solution and saturated brine successively, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the titled compound (Reference compound No. 1-1, 366 mg).

Workup

  1. temperaturethe solution is refluxed for four hours
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture is concentrated under reduced pressure, and chloroform
  4. additionis added to the residue
  5. washThe organic layer is washed with a saturated aqueous sodium carbonate solution and saturated brine successively
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-45ccb47f3f5b403e9da35fe8af4bbd9f
Source dataset
uspto-grants-2002_07
Patent number
US06420398B2

Reaction notes

Loading…