Phosphorus oxychloride → 4,6-Dichloro-3-nitroquinoline
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([N+:12]([O-:14])=[O:13])=[C:5]2O.O=P(Cl)(Cl)[Cl:18]>>[Cl:18][C:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=2)[N:8]=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13]Participants
3
Procedure
6-Chloro-3-nitroquinolin-4-ol (Compound of step 2, 5 g, 22.42 mmol) in POCl3 (150 mL, 493 mmol) was stirred for 45 min at 120° C. The mixture was cooled to RT and poured slowly into ice-water. The precipitate was filtered, washed with ice-cold water, and dissolved in CH2Cl2. The organic phase was washed with cold brine and dried over Na2SO4. The organic solvent was evaporated to dryness to obtain the title compound.
Workup
- filtrationThe precipitate was filtered
- washwashed with ice-cold water
- dissolutiondissolved in CH2Cl2
- washThe organic phase was washed with cold brine
- dry with materialdried over Na2SO4
- customThe organic solvent was evaporated to dryness
Sources & evidence
- ORD record
- ord-8e3351cd1f964ade91403170bb04b6e9
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08637670B2
Reaction notes
Loading…