Potassium Carbonate → HCID 21272902, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[C:12]([CH3:15])=[C:11]([Cl:16])[NH:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(=O)([O-])[O-:18].[K+].[K+].ClC1C=CC=C(C(OO)=O)C=1.[Na]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[C:12]([OH:18])([CH3:15])[C:11]([Cl:16])=[N:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
1 g of 1-(3,5-dichlorophenyl)-3-chloro-4-methyl-5-pyrazolone, 30 ml of ethyl acetate and 1 g of potassium carbonate were cooled to 0° C. and 0.9 g of 75% m-chloroperbenzoic acid were added. The mixture was stirred for 1 hour at 0° C. and the reaction mixture was poured into ice to which sodium hydrogenosulfite had been added. The mixture was extracted with ethyl acetate and the organic phases were washed with a saturated aqueous solution of sodium bicarbonate, then with a solution of ammonium sulfate, and finally with a saturated aqueous solution of sodium chloride, dried and concentrated to dryness under reduced pressure. The residue was dissolved in hot isopropyl ether and pentane was added. Cooling was carried out to obtain 0.97 g of 1-(3,5-dichlorophenyl)-3-chloro-4-hydroxy-4-methyl-5-pyrazolone.
Workup
- additionhad been added
- extractionThe mixture was extracted with ethyl acetate
- washthe organic phases were washed with a saturated aqueous solution of sodium bicarbonate
- dry with materialwith a solution of ammonium sulfate, and finally with a saturated aqueous solution of sodium chloride, dried
- concentrationconcentrated to dryness under reduced pressure
- dissolutionThe residue was dissolved in hot isopropyl ether
- additionpentane was added
- temperatureCooling
Sources & evidence
- ORD record
- ord-7ee17beb987a4f0f90fa597e891ada94
- Source dataset
- uspto-grants-1989_02
- Patent number
- US04808210
Reaction notes
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