Bromine → HCID 70608027, compound

HRID 1448136Notes

Reaction equation

HRID 1448136 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Br:13]Br>Br>[BrH:13].[Br:13][C:10]1[CH:9]=[N:8][C:7]([N:1]2[CH2:2][CH2:3][NH:4][CH2:5][CH2:6]2)=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 944591-(2-Pyridyl)piperazine

Product 1

HCID 70608027HCID 70608027, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
115 °C

Procedure

A solution of 81.5 g of 2-piperazinylpyridine [J. Org. Chem., 18, 1484 (1953)] in 250 g of 48% hydrobromic acid is heated at 70° C. With stirring, 80 g of liquid bromine is added dropwise. The mixture is heated at 115° C. for 1 hour. The mixture is cooled and the product 3-bromo-6-piperazinylpyridine hydrobromide is isolated by filtration. The salt is treated with excess dilute sodium hydroxide and extracted into toluene. The 3-bromo-6-piperazinylpyridine crystallizes as the solvent is removed in vacuo and is recrystallized from toluene-petroleum ether; mp 70°-73° C.

Workup

  1. temperatureThe mixture is cooled

Sources & evidence

ORD record
ord-0aa2c4c52bdd4744b78e257ae12d73d3
Source dataset
uspto-grants-1979_12
Patent number
US04179563

Reaction notes

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