2-Chloroquinoline → Quinoline, 2-hydrazinyl-

HRID 37896Notes

Reaction equation

HRID 37896 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.O.[NH2:13][NH2:14]>C(O)C>[NH:13]([C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1)[NH2:14]

Participants

4

Reactant 2

HCID 119282-ChloroquinolineHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 85111Quinoline, 2-hydrazinyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

21.0 g (128.4 mmol) of 2-chloroquinoline are initially charged in 210 ml of ethanol. 64.3 g (1.3 mol) of hydrazine hydrate are added, and the mixture is stirred under reflux for 16 h. The mixture is then cooled to 0° C., and the solid formed is filtered off and washed with a little ethanol. The product is initially air-dried and then dried under high vacuum.

Workup

  1. temperatureunder reflux for 16 h
  2. customthe solid formed
  3. filtrationis filtered off
  4. washwashed with a little ethanol
  5. customThe product is initially air-dried
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-cfd11d007e1f473c91d1538a8a8ee657
Source dataset
uspto-grants-2013_09
Patent number
US08524699B2

Reaction notes

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