Water → 3-Fluoro-2-hydrazinyl-5-(trifluoromethyl)pyridine

HRID 1748555Notes

Reaction equation

HRID 1748555 reaction equation
O.[NH2:2][NH2:3].F[C:5]1[C:10]([F:11])=[CH:9][C:8]([C:12]([F:15])([F:14])[F:13])=[CH:7][N:6]=1.O>C(O)C>[F:11][C:10]1[C:5]([NH:2][NH2:3])=[N:6][CH:7]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 134215472,3-Difluoro-5-(trifluoromethyl)pyridine

Product 1

HCID 552813773-Fluoro-2-hydrazinyl-5-(trifluoromethyl)pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of hydrazine hydrate (100%) (3.45 ml) in ethanol (150 ml) was added dropwise a solution of 2,3-difluoro-5-(trifluoromethyl)pyridine (4.45 g) in ethanol (50 ml) at room temperature, stirred at the same temperature for 2 hours, and then additionally stirred at 80° C. for 2 hours. Then, the mixture was allowed to cool, water was added thereto, and the organic solvent was evaporated in vacuo. The precipitated solid was collected by filtration, and washed with water to give 3-fluoro-5-(trifluoromethyl)pyridin-2-ylhydrazine as a white solid.

Workup

  1. stirringadditionally stirred at 80° C. for 2 hours
  2. temperatureto cool
  3. customthe organic solvent was evaporated in vacuo
  4. filtrationThe precipitated solid was collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-dbc2f79b9a6c4bc5931dbe069eb53496
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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