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

HRID 1282147Notes

Reaction equation

HRID 1282147 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][N:9]=1.[OH-].[Na+]>>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[N:9][CH:10]=1

Participants

4

Reactant 3

HCID 4837PiperazineHCID 14798Sodium HydroxideHCID 276852,5-Dichloropyridine

Product 1

HCID 38053011-(5-Chloropyridin-2-yl)piperazineYield 73.4%

Conditions

Temperature
145 °C

Procedure

To piperazine (29.0 g) dissolved at 115° C. was added 2,5-dichloropyridine (5.1 g) and the mixture was stirred at 140-150° C. for 1 hr. The reaction mixture was poured into a 1N aqueous sodium hydroxide solution and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to give the title compound (5.0 g) as a pale-brown solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-646a2baf680c46ad99b1d7fe0c861f76
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

Loading…