Hydrochloric Acid → 3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxylic acid
Reaction equation
[Na].[F:2][CH:3]([F:14])[C:4]1[C:8]([C:9](F)=[O:10])=[C:7]([F:12])[N:6]([CH3:13])[N:5]=1.Cl.S1(=O)(=[O:21])CCCC1>>[F:12][C:7]1[N:6]([CH3:13])[N:5]=[C:4]([CH:3]([F:14])[F:2])[C:8]=1[C:9]([OH:21])=[O:10]Participants
5
Procedure
To 400 ml of a 1N sodium hydroxyde aqueous solution, was added dropwise 67.5 g of a solution (10% molar) of 3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carbonyl fluoride in tetrahydrothiophene 1,1-dioxide. The temperature was kept below 20° C. during the addition. After 2 hours of stirring at room temperature, the reaction mixture was carefully acidified to pH 2 with concentrated aqueous hydrochloric acid. The resulting white precipitate was filtered, washed with water, and dried to yield 6 g of 5-fluoro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid as a white solid.
Workup
- additionThe temperature was kept below 20° C. during the addition
- filtrationThe resulting white precipitate was filtered
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-2b2976c5519c4eaf906170f94f3f6bea
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08772266B2
Reaction notes
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