Ammonia → 6-Chloro-5-methyl-3-nitropyridin-2-amine
Reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[C:4](Cl)[N:3]=1.[NH3:13].C(=O)([O-])[O-].[K+].[K+]>C(O)(C)(C)C>[Cl:1][C:2]1[N:3]=[C:4]([NH2:13])[C:5]([N+:9]([O-:11])=[O:10])=[CH:6][C:7]=1[CH3:8]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
A mixture of 2,6-dichloro-3-methyl-5-nitropyridine (10.41 g, 50.3 mmol), 28% aqueous ammonia solution (17 ml, 0.25 mol), potassium carbonate (10.4 g, 75.5 mmol) and t-butanol (167 ml) was stirred overnight at 60° C. under nitrogen atmosphere. After stirring at room temperature for 3 hours, a precipitate was filtered and then washed three times with water, thereby yielding the title compound (4.25 g, 22.7 mmol, 45%) as a yellow solid.
Workup
- stirringAfter stirring at room temperature for 3 hours
- filtrationa precipitate was filtered
- washwashed three times with water
Sources & evidence
- ORD record
- ord-c22b13e908e1420391a5cb327078e42b
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07781452B2
Reaction notes
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