Hydrazine hydrate (1:1) → HCID 21478990, compound

HRID 2292667Notes

Reaction equation

HRID 2292667 reaction equation
[N:1]1([CH2:6][C:7]2[CH:26]=[CH:25][C:10]([O:11][CH2:12][CH2:13][N:14]3C(=O)C4=CC=CC=C4C3=O)=[CH:9][CH:8]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.O.NN>CO>[N:1]1([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([O:11][CH2:12][CH2:13][NH2:14])=[CH:25][CH:26]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21478993HCID 21478993, compound

Product 1

HCID 21478990HCID 21478990, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of N-{2-[4-(1-pyrazolyl)methylphenoxy]ethyl}phthalimide (2.79 g), hydrazine hydrate (0.47 g) and methanol was heated at reflux under stirring for 1 hour. The reaction mixture was then concentrated under reduced pressure to remove most of the methanol, to which methylene chloride (200 ml) was added. The organic layer was washed with 2N sodium hydroxide, dried with anhydrous sodium sulfate, and concentrated under reduced pressure, which afforded 1.69 g of 2-[4-(1-pyrazolyl)methylphenoxy]ethylamine as a colorless oil. Yield, 97%.

Workup

  1. temperaturewas heated
  2. temperatureat reflux
  3. concentrationThe reaction mixture was then concentrated under reduced pressure
  4. customto remove most of the methanol, to which methylene chloride (200 ml)
  5. additionwas added
  6. washThe organic layer was washed with 2N sodium hydroxide
  7. dry with materialdried with anhydrous sodium sulfate
  8. concentrationconcentrated under reduced pressure, which

Sources & evidence

ORD record
ord-7886b1f688aa4835b64fa10066038228
Source dataset
uspto-grants-1997_11
Patent number
US05684022

Reaction notes

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