Hydrazine hydrate (1:1) → 5-Chloro-3-fluoro-2-hydrazinylpyridine

HRID 1353118Notes

Reaction equation

HRID 1353118 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5](F)=[C:6]([F:8])[CH:7]=1.O.[NH2:11][NH2:12]>C(O)CC>[NH:11]([C:5]1[C:6]([F:8])=[CH:7][C:2]([Cl:1])=[CH:3][N:4]=1)[NH2:12]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 27832485-Chloro-2,3-difluoropyridine

Product 1

HCID 226196745-Chloro-3-fluoro-2-hydrazinylpyridine

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

7.5 g of the compound obtained in Step 3 and 9.57 ml of hydrazine monohydrate were added to 50 ml of n-propanol, the resulting mixture was refluxed for 6 hours, and distilled under a reduced pressure to remove the solvent. The resulting residue was dissolved in 80 ml of chloromethane, washed with water, and dried over anhydrous magnesium sulfate. The dried organic layer was concentrated under a reduced pressure to obtain 7.26 g of the title compound.

Workup

  1. temperaturethe resulting mixture was refluxed for 6 hours
  2. distillationdistilled under a reduced pressure
  3. customto remove the solvent
  4. dissolutionThe resulting residue was dissolved in 80 ml of chloromethane
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationThe dried organic layer was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-7a411df5367447c1abec5ad6b075150a
Source dataset
uspto-grants-2007_05
Patent number
US07220863B2

Reaction notes

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