Ammonium Hydroxide → 2-Chloro-4-methylpyridine-3-carboxamide
Reaction equation
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH3:10])[CH:5]=[CH:4][N:3]=1.[OH-:11].[NH4+]>OS(O)(=O)=O>[Cl:1][C:2]1[C:7]([C:8]([NH2:9])=[O:11])=[C:6]([CH3:10])[CH:5]=[CH:4][N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 6.33 g of 2-chloro-4-methyl-3-pyridine carbonitrile (9) in 6 mL concentrated H2SO4 was stirred at 100° C. for one hour, added ice water, made alkaline with ammonium hydroxide and extracted with ethyl acetate. The extract was dried and the solvent removed to leave a crystalline residue. Recrystallization from ethyl acetate gave 4.9 g (69%) of (10).
Workup
- extractionextracted with ethyl acetate
- customThe extract was dried
- customthe solvent removed
- customto leave a crystalline residue
- customRecrystallization from ethyl acetate
Sources & evidence
- ORD record
- ord-6ff931a77aef49049696122b83f1db21
- Source dataset
- uspto-grants-2000_08
- Patent number
- US06111112
Reaction notes
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