Hydrazine hydrate (1:1) → 2-Hydrazinyl-4-methylpyridine

HRID 1043688Notes

Reaction equation

HRID 1043688 reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][N:6]=1>>[NH:2]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][N:6]=1)[NH2:3]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 772482-Chloro-4-methylpyridine

Product 1

HCID 122667392-Hydrazinyl-4-methylpyridine

Procedure

In a 25 mL recovery flask, hydrazine hydrate (5 g) was added, and then 2-chloro-4-methylpyridine (1.0 g, 7.84 mmol) was slowly added thereto at room temperature while stirring. After refluxing for three hours, the reaction mixture was cooled and extracted with chloroform twice. The organic phase was washed with saturated brine once and dried over, anhydrous magnesium sulfate. Then, the solvent was distilled off to give 2-hydrazino-4-methylpyridine (crude product).

Workup

  1. temperatureAfter refluxing for three hours
  2. temperaturethe reaction mixture was cooled
  3. extractionextracted with chloroform twice
  4. washThe organic phase was washed with saturated brine once
  5. dry with materialdried over, anhydrous magnesium sulfate
  6. distillationThen, the solvent was distilled off

Sources & evidence

ORD record
ord-a80968271d204bf5b4e63f3b6b9fe66d
Source dataset
uspto-grants-2013_10
Patent number
US08563552B2

Reaction notes

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