Hydrazine hydrate (1:1) → Pyridine, 2-hydrazinyl-3-iodo-

HRID 2096982Notes

Reaction equation

HRID 2096982 reaction equation
O.[NH2:2][NH2:3].F[C:5]1[C:10]([I:11])=[CH:9][CH:8]=[CH:7][N:6]=1>C(O)C>[NH:2]([C:5]1[C:10]([I:11])=[CH:9][CH:8]=[CH:7][N:6]=1)[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 70095012-Fluoro-3-iodopyridine

Product 1

HCID 53402765Pyridine, 2-hydrazinyl-3-iodo-Yield 46%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (12.50 mL, 256 mmol) was added dropwise to a solution of 2-fluoro-3-iodopyridine (preparation 26a, 5.72 g, 25.7 mmol) in ethanol (43 mL) and the resulting mixture was stirred at room temperature for 24 hours and then at 35° C. for a further 24 hours. The solvent was then evaporated in vacuo and water was added. The white solid that formed was filtered, washed with water and dried to yield the title compound (2.78 g, 46%) as a white solid which was used without further purification.

Workup

  1. waitat 35° C. for a further 24 hours
  2. customThe solvent was then evaporated in vacuo and water
  3. additionwas added
  4. customThe white solid that formed
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-a0ca4898366e42b3adf9538e66b721b8
Source dataset
uspto-grants-2013_05
Patent number
US08450341B2

Reaction notes

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