Hydrazine hydrate (1:1) → 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine

HRID 931008Notes

Reaction equation

HRID 931008 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.O.[NH2:14][NH2:15]>C(O)C>[Cl:8][C:7]1[C:2]([NH:14][NH2:15])=[N:3][CH:4]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridine

Product 1

HCID 12726913-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridineYield 113.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 2,3-dichloro-5-(trifluoromethyl)pyridine (6.8 g) in ethanol (50 mL) was added hydrazine hydrate (3.15 g) in an ice bath, and the mixture was stirred overnight at 50° C. The mixture was allowed to be cooled to room temperature, and the solvent was evaporated under reduced pressure. The obtained residue was treated with IPE, and the precipitated solid was collected by filtration to give the title compound (7.57 g).

Workup

  1. temperatureto be cooled to room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. additionThe obtained residue was treated with IPE
  4. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-fbae41ca201645a9a62a7b219cfb76a4
Source dataset
uspto-grants-2016_03
Patent number
US09296746B2

Reaction notes

Loading…