Hydrazine hydrate (1:1) → 3-Fluoro-6-hydrazinyl-2-methylpyridine

HRID 1925178Notes

Reaction equation

HRID 1925178 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([F:9])=[CH:4][CH:3]=1.O.[NH2:11][NH2:12]>C(O)(C)C>[F:9][C:5]1[C:6]([CH3:8])=[N:7][C:2]([NH:11][NH2:12])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)2×HCID 198673766-Chloro-3-fluoro-2-methylpyridine

Product 1

HCID 534030083-Fluoro-6-hydrazinyl-2-methylpyridine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a mixture of 6-chloro-3-fluoro-2-methylpyridine (4.7 g, 32.3 mmol) in isopropanol (100 mL) was added hydrazine hydrate (5 g, 100 mmol). After the mixture was refluxed for 5 hrs, additional hydrazine hydrate (5 g, 100 mmol) was added, and the reaction was refluxed for 3 days. The mixture was then concentrated to dryness and stored under high vacuum overnight. This material was used without further purification.

Workup

  1. temperatureAfter the mixture was refluxed for 5 hrs
  2. temperaturethe reaction was refluxed for 3 days
  3. concentrationThe mixture was then concentrated to dryness
  4. customstored under high vacuum overnight
  5. customThis material was used without further purification

Sources & evidence

ORD record
ord-164aa89cbedd47a79efea4f112a31212
Source dataset
uspto-grants-2012_05
Patent number
US08178534B2

Reaction notes

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