Acetic Acid → 4-Chloro-6-phenylpyridazin-3(2H)-one
Reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][C:7]=1[Cl:8].C(O)(=[O:17])C>>[Cl:8][C:7]1[C:2](=[O:17])[NH:3][N:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=1Participants
3
Procedure
A mixture of 3,4-dichloro-6-phenylpyridazine (0.53 g) and acetic acid (2.6 mL) was heated under reflux for 5 hr, and the solvent was evaporated under reduced pressure. The residue was neutralized with saturated aqueous sodium hydrogen carbonate solution. The obtained solid was collected by filtration and recrystallized from ethanol to give the title compound (0.20 g).
Workup
- temperaturewas heated
- temperatureunder reflux for 5 hr
- customthe solvent was evaporated under reduced pressure
- filtrationThe obtained solid was collected by filtration
- customrecrystallized from ethanol
Sources & evidence
- ORD record
- ord-7b8cf674cc1743168ba9ddcb49fb8d25
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09150588B2
Reaction notes
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