Hydrazine → 5-Bromo-2-hydrazinopyridine

HRID 2121627Notes

Reaction equation

HRID 2121627 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[N:6][CH:7]=1.[NH2:9][NH2:10]>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:9][NH2:10])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 27831685-Bromo-2-fluoropyridine

Product 1

HCID 115356995-Bromo-2-hydrazinopyridine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
22 °C

Procedure

A mixture of 22.1 g 5-bromo-2-fluoropyridine and 10 mL of 55% aqueous hydrazine in 165 mL of pyridine was heated at reflux for 7 hours. The mixture was cooled to 22° C. concentrated to near dryness. The resulting light yellow solids were suspended in aqueous sodium hydroxide and toluene, stirred, and the solids were collected by vacuum filtration to give 22 g of 5-bromo-pyridin-2-yl-hydrazine as a faint yellow solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 7 hours
  3. concentrationconcentrated
  4. filtrationthe solids were collected by vacuum filtration

Sources & evidence

ORD record
ord-15593f0f2fd44b2f8f4bae12393485eb
Source dataset
uspto-grants-2004_02
Patent number
US06696464B2

Reaction notes

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