Ammonia → 2-Amino-6-methylpyridine-3-carbonitrile
Reaction equation
Cl[C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH3:11]>C(O)C>[NH2:11][C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 180 °C
Procedure
2-chloro-6-methylnicotinonitrile (2.00 g, 13.1 mmol) was dispersed in 12 ml of absolute ethanol, saturated with ammonia, and placed in a high-pressure autoclave. The reaction mixture was heated to 180° C. for 60 h. Then, after cooling to room temperature, the solvent was evaporated under reduced pressure. The crude product was recrystallized from ethanol obtaining 2-amino-6-methylnicotinonitrile in 70% yield.
Workup
- temperatureThen, after cooling to room temperature
- customthe solvent was evaporated under reduced pressure
- customThe crude product was recrystallized from ethanol
Sources & evidence
- ORD record
- ord-b0e11e77d0f0460cbe3ddbdfcfee2908
- Source dataset
- uspto-grants-2016_02
- Patent number
- US09260394B2
Reaction notes
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