8-(Chloroacetyl)quinolin-2(1H)-one → 2-Hydroxyquinoline
Reaction equation
ClCC([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[NH:13][C:12](=[O:15])[CH:11]=[CH:10]2)=O>N1C=CC=CC=1>[NH:13]1[C:14]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:12]1=[O:15]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
30 Grams of 8-chloroacetylcarbostyril was mixed with 300 ml of pyridine and stirred at 80°-90° C. for 2.5 hours under heating. Then the reaction mixture was ice-cooled and crystals formed were collected by filtration and washed with ether. Recrystallized from methanol to obtain 40.85 g of 8-(α-pyridiniumacetyl)carbostyril chloride 1/2-hydrate. Colorless needle-like crystals. Melting point: 261.5°-264.0° C. (decomposed).
Workup
- temperatureunder heating
- temperaturecooled
- customcrystals formed
- filtrationwere collected by filtration
- washwashed with ether
- customRecrystallized from methanol
Sources & evidence
- ORD record
- ord-bbff75af99a5433f816d26594eb95aa9
- Source dataset
- uspto-grants-1984_08
- Patent number
- US04468402
Reaction notes
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