Hydrazine hydrate (1:1) → HCID 22506251, compound

HRID 1814415Notes

Reaction equation

HRID 1814415 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]([CH2:25][CH3:26])[CH2:11][CH2:12][CH2:13][N:14]2C(=O)C3=CC=CC=C3C2=O)=[CH:4][CH:3]=1.O.NN>CCO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][N:10]([CH2:25][CH3:26])[CH2:11][CH2:12][CH2:13][NH2:14])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22506169HCID 22506169, compound

Product 1

HCID 22506251HCID 22506251, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of N-[3-[[2-(4-chlorophenyl)ethyl](ethyl)amino]propyl]-phthalimide (1.41 g, 3.8 mmol) in EtOH (20 ml) was added a solution of hydrazine monohydrate (1.5 g, 30 mmol) in EtOH (5 ml). The solution was stirred at RT for 4h, and then filtered. The filtrate was concentrated under vacuum to dryness. After adding water, the mixture was extracted with chloroform, washed with brine, dried over sodium sulfate, and filtered. Concentrating under vacuum gave N-[2-(4-chlorophenyl)ethyl]-N-ethyl-1,3-diaminopropane (903 mg, 99%) which was used in the next step without further purification.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under vacuum to dryness
  3. additionAfter adding water
  4. extractionthe mixture was extracted with chloroform
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationConcentrating under vacuum

Sources & evidence

ORD record
ord-ac3c08adb4c247f3bf350a5e7dd8a25f
Source dataset
uspto-grants-2005_04
Patent number
US06875884B1

Reaction notes

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