Hydrazine hydrate (1:1) → 4-Hydrazinylpyridine-2-carbonitrile

HRID 61887

Reaction equation

HRID 61887 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]#[N:9])[CH:3]=1.O.[NH2:11][NH2:12]>O1CCOCC1.O>[C:8]([C:4]1[CH:3]=[C:2]([NH:11][NH2:12])[CH:7]=[CH:6][N:5]=1)#[N:9]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 6933424-Chloro-2-pyridinecarbonitrile

Product 1

HCID 629251564-Hydrazinylpyridine-2-carbonitrile

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

4-Chloro-2-cyanopyridine (1 g) was dissolved in hydrazine monohydrate (1 ml) and 1,4-dioxane (10 ml), and stirred overnight under reflux. The reaction solution was diluted with water (30 ml) and extracted repeatedly with ethyl acetate. The organic layer was concentrated to obtain the title compound as a crude product, which was used for the next step without further purification.

Workup

  1. temperatureunder reflux
  2. extractionextracted repeatedly with ethyl acetate
  3. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-930dc8f5cb434ba09836e381878fb8b4
Source dataset
uspto-grants-2016_09
Patent number
US09440922B2

Linked notes

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