Hydrochloric Acid → 4-Chloroquinolin-6-amine
Reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12]C(=O)C)[CH:10]=2)[N:5]=[C:4](C)[CH:3]=1.[ClH:17]>CO>[NH2:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][CH:3]=[C:2]2[Cl:17]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
N-(4-Hydroxy-2-methylquinolin-6-yl)acetamide (0.05 g; see step (i) above), methanol (2 mL) and 5 N hydrochloric acid (6 mL) was refluxed for 90 minutes. The reaction mixture was evaporated and the residue dissolved in ethyl acetate and sodium carbonate solution. The organic phase was washed with water, dried (Na2SO4), filtered and concentrated to give the sub-title compound as a pale yellow solid.
Workup
- customThe reaction mixture was evaporated
- dissolutionthe residue dissolved in ethyl acetate
- washThe organic phase was washed with water
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-97ecbca0bc5e4d15a2208d4749715aff
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08759348B2
Reaction notes
Loading…