Hydrazine hydrate (1:1) → 2-Hydrazino-6-(4-trifluoromethylphenoxy)pyridine

HRID 1266922

Reaction equation

HRID 1266922 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:3]=1.O.[NH2:20][NH2:21]>C(O)C>[NH:20]([C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:3]=1)[NH2:21]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 185447832-Fluoro-6-(4-trifluoromethylphenoxy)pyridine

Product 1

HCID 185447862-Hydrazino-6-(4-trifluoromethylphenoxy)pyridineYield 47.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

Next, a reaction flask was loaded with 2-fluoro-6-(4-trifluoromethylphenoxy)pyridine (8.0 g) and ethanol (60 ml), and heated up to 40° C. with stirring. To this mixture, hydrazine monohydrate (7.6 g) was dropwise added in 30 minutes. The temperature of the mixture was raised to the reflux temperature, followed by stirring for 20 hours. Thereafter, the heating was stopped, and the reaction mixture was cooled, followed by filtration to remove insoluble components. The filtrate was condensed by an evaporator to give 2-hydrazino-6-(4-trifluoromethylphenoxy)pyridine (4.0 g).

Workup

  1. temperatureThe temperature of the mixture was raised to the reflux temperature
  2. stirringby stirring for 20 hours
  3. temperaturethe reaction mixture was cooled
  4. filtrationfollowed by filtration
  5. customto remove insoluble components
  6. customcondensed
  7. customby an evaporator

Sources & evidence

ORD record
ord-172563bbfa8c4f0e8db9a9212f308f10
Source dataset
uspto-grants-2003_04
Patent number
US06551682B1

Linked notes

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