Hydrazine hydrate (1:1) → 2-Fluoro-6-hydrazinylpyridine

HRID 1007559Notes

Reaction equation

HRID 1007559 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](F)[N:3]=1.O.[NH2:10][NH2:11]>C(O)(C)C>[F:1][C:2]1[N:3]=[C:4]([NH:10][NH2:11])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 739342,6-Difluoropyridine

Product 1

HCID 14753322-Fluoro-6-hydrazinylpyridineYield 76.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

2,6-Difluoropyridine (25 g), isopropyl alcohol (100 ml) and hydrazine hydrate (40 ml) were mixed and refluxed with heating for 3 hours. The isopropyl alcohol was evaporated under reduced pressure, and the residue was added with water. The deposited crystals were collected by filtration, washed with water and dried to obtain 6-fluoro-2-hydrazinopyridine (21.2 g, yield: 76.8%). Coloration was observed during drying, and accordingly, the product was used for the next reaction immediately after the drying.

Workup

  1. temperaturerefluxed
  2. temperaturewith heating for 3 hours
  3. customThe isopropyl alcohol was evaporated under reduced pressure
  4. additionthe residue was added with water
  5. filtrationThe deposited crystals were collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-22c6055c015242ca8bf909fdea1112ea
Source dataset
uspto-grants-2004_09
Patent number
US06794509B1

Reaction notes

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