Hydrazine hydrate (1:1) → 4-(N-acetyl-N-phenylamino)butylamine

HRID 54918

Reaction equation

HRID 54918 reaction equation
[C:1]([N:4]([CH2:11][CH2:12][CH2:13][CH2:14][N:15]1C(=O)C2=CC=CC=C2C1=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].O.NN>C(O)C>[C:1]([N:4]([CH2:11][CH2:12][CH2:13][CH2:14][NH2:15])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19956978N-[4-(N-acetyl-N-phenylamino)butyl]phthalimide

Product 1

HCID 199569804-(N-acetyl-N-phenylamino)butylamineYield 80.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-[4-(N-acetyl-N-phenylamino)butyl]phthalimide (9.2 g), hydrazine monohydrate (10 ml) and ethanol (200 ml) was heated under reflux for 1 hour. The deposited crystals were separated by filtration, and the filtrate was concentrated under reduced pressure to obtain 4-(N-acetyl-N-phenylamino)butylamine (4.55 g, 80.7%) as an oil.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. customThe deposited crystals were separated by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-31c993edd52c40a7b84d135cab1586bf
Source dataset
uspto-grants-1997_04
Patent number
US05624917

Linked notes

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