Hydrazine hydrate (1:1) → 6-Hydrazinylpyridine-3-carbonitrile
Reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][N:6]=1>O>[NH:2]([C:5]1[N:6]=[CH:7][C:8]([C:9]#[N:10])=[CH:11][CH:12]=1)[NH2:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
90.3 g (1.8 mol) of hydrazine hydrate are added to 25.0 g (180.4 mmol) of 6-chloronicotinonitrile, and the mixture is stirred at a bath temperature of 100° C. for 15 min. The reaction mixture is cooled to RT, diluted with water and stirred at RT for 30 min. The precipitate formed is filtered off, the filter residue is washed with water and the crystals are air-dried for 24 h and recrystallized once from ethyl acetate.
Workup
- temperatureThe reaction mixture is cooled to RT
- stirringstirred at RT for 30 min
- customThe precipitate formed
- filtrationis filtered off
- washthe filter residue is washed with water
- customthe crystals are air-dried for 24 h
- customrecrystallized once from ethyl acetate
Sources & evidence
- ORD record
- ord-22aaab2991d04eaeaeb3f1333e4e296d
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08609698B2
Reaction notes
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