Potassium Iodide → 3-Chloro-2-iodo-5-nitropyridine
Reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[I-:12].[K+].C(OCC)(=O)C>C(O)(=O)C>[Cl:8][C:7]1[C:2]([I:12])=[N:3][CH:4]=[C:5]([N+:9]([O-:11])=[O:10])[CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2,3-dichloro-5-nitropyridine (9.75 g) and potassium iodide (29 g) in acetic acid (120 mL, degassed with nitrogen) was heated to 100° C. for 1.5 hours under nitrogen. The brown solution was cooled to room temperature and then ethyl acetate (300 mL) added. The organic phase was separated and washed with water (2×100 mL) and dilute aqueous sodium sulfite (100 mL). Evaporation of the solvent gave crystalline 3-chloro-2-iodo-5-nitro-pyridine (13.11 g).
Workup
- customThe organic phase was separated
- washwashed with water (2×100 mL) and dilute aqueous sodium sulfite (100 mL)
- customEvaporation of the solvent
Sources & evidence
- ORD record
- ord-bf7a9db9693849fd8a8f5057dcb1fcda
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08778625B2
Reaction notes
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