Piperazine → 1-(5-Nitropyridin-2-yl)piperazine

HRID 1966344Notes

Reaction equation

HRID 1966344 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>O1CCCC1>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 782402-Bromo-5-nitropyridine

Product 1

HCID 29287991-(5-Nitropyridin-2-yl)piperazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Bromo-5-nitropyridine (0.3 g, 1.48 mmol) was treated with piperazine (0.64 g, 7.89 mmol) in tetrahydrofuran (4 ml) and the reaction mixture was stirred for 30 minutes. Subsequently the reaction mixture was poured onto ice-cold water (25 ml) and extracted with ethyl acetate (25 ml). The organic layer was washed with brine and evaporated to furnish the product.

Workup

  1. additionSubsequently the reaction mixture was poured onto ice-cold water (25 ml)
  2. extractionextracted with ethyl acetate (25 ml)
  3. washThe organic layer was washed with brine
  4. customevaporated
  5. customto furnish the product

Sources & evidence

ORD record
ord-2dc27dd6e20f4398a52e403d1b17762a
Source dataset
uspto-grants-2013_04
Patent number
US08420653B2

Reaction notes

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