Potassium Carbonate → HCID 178448749, compound
Reaction equation
[CH3:1][C:2]([N:5]1[C:9]([OH:10])=[CH:8][CH:7]=[N:6]1)([CH3:4])[CH3:3].C(=O)([O-])[O-].[K+].[K+].[Cl:17][C:18]1[C:26]([C:27]2[CH2:31][CH2:30][O:29][N:28]=2)=[C:25]([S:32]([CH3:35])(=[O:34])=[O:33])[CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21]>COCCOC>[Cl:17][C:18]1[C:26]([C:27]2[CH2:31][CH2:30][O:29][N:28]=2)=[C:25]([S:32]([CH3:35])(=[O:34])=[O:33])[CH:24]=[CH:23][C:19]=1[C:20]([C:8]1[CH:7]=[N:6][N:5]([C:2]([CH3:4])([CH3:3])[CH3:1])[C:9]=1[OH:10])=[O:21]Participants
Procedure
2.32 g (0.02 mol) of 1-(1,1-dimethyl-1-ethyl)-5-hydroxy-1H-pyrazole and 2.3 g (0.02 mol) of potassium carbonate were added to a solution of 5.4 g (0.02 mol) of 2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl chloride in 100 ml of ethylene glycol dimethyl ether, and the mixture was stirred overnight. The mixture was subsequently refluxed for 3 hours, the solvent was distilled off, the residue was taken up in 300 ml of water and washed with methylene chloride and the aqueous phase was acidified to pH=3 using 10% strength hydrochloric acid. The precipitate was filtered off with suction and dried at 400° C. This gave 4.6 g (65% of theory) of 4-[2-chloro-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl]-5-hydroxy-1-(1,1-dimethyl-1-ethyl)-1H-pyrazole].
Workup
- temperatureThe mixture was subsequently refluxed for 3 hours
- distillationthe solvent was distilled off
- washwashed with methylene chloride
- filtrationThe precipitate was filtered off with suction
- customdried at 400° C
Sources & evidence
- ORD record
- ord-10abb874df8a48cab47071a42296df62
- Source dataset
- uspto-grants-2003_01
- Patent number
- US06506708B1
Reaction notes
Loading…