Piperazine → 1-(3-Nitropyridin-2-yl)piperazine

HRID 582291Notes

Reaction equation

HRID 582291 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]=1>C(Cl)Cl>[N+:14]([C:13]1[C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[N:9][CH:10]=[CH:11][CH:12]=1)([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 37788341-(3-Nitropyridin-2-yl)piperazineYield 87.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

Anhydrous piperazine (60 g) was dissolved in methylene chloride (400 ml) and then, 2-chloro-3-nitropyridine (40 g) was added slowly at 10~20° C. and the mixture was stirred at 20° C. for 2 hours. After completion of the reaction, the reaction mixture was washed with water (300 ml) three times and the separated organic layers were concentrated under reduced pressure. The precipitate was washed with water and small amount of ethanol and dried in vacuo to give 46 g (yield: 87.5%) of the desired compound.

Workup

  1. customAfter completion of the reaction
  2. washthe reaction mixture was washed with water (300 ml) three times
  3. concentrationthe separated organic layers were concentrated under reduced pressure
  4. washThe precipitate was washed with water and small amount of ethanol
  5. customdried in vacuo

Sources & evidence

ORD record
ord-149671acbed64ff8a9565b1f463516d4
Source dataset
uspto-grants-1999_07
Patent number
US05922871

Reaction notes

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