Hydrazine hydrate (1:1) → 4-Hydrazinyl-1-propylquinolin-2(1H)-one

HRID 1613153Notes

Reaction equation

HRID 1613153 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH3:14])[C:4](=[O:15])[CH:3]=1.O.[NH2:17][NH2:18]>C(O)C>[NH:17]([C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH3:14])[C:4](=[O:15])[CH:3]=1)[NH2:18]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19775371HCID 19775371, compound

Product 1

HCID 197753664-Hydrazinyl-1-propylquinolin-2(1H)-oneYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 140 ml of ethanol was dissolved 6.02 g (27 mmol) of 4-chloro-1-propylquinolin-2(1H)-one, and 140 ml of hydrazine monohydrate was added thereto, followed by refluxing for 3 hours. The reaction mixture was concentrated to an about half of its original volume and then allowed to cool to obtain 5.53 g (94%) of the titled compound as a pale yellow crystal.

Workup

  1. additionwas added
  2. temperatureby refluxing for 3 hours
  3. concentrationThe reaction mixture was concentrated to an about half of its original volume
  4. temperatureto cool

Sources & evidence

ORD record
ord-86f595d44bdf469db6e11a574e53c22e
Source dataset
uspto-grants-1993_03
Patent number
US05192768

Reaction notes

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