HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972130Generated: November 4, 2026
Thionyl Chloride → 5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride
https://huagongshe.com/reaction/1972130
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | ethyl 5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylate | HCID 56926832 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | 5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride | HCID 52920508 | — |
Reaction Steps
A solution of 22.3 g (100 mmol) of ethyl 5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylate in 100 ml of toluene and 50 ml of 10% NaOH are stirred at AT for 3 hours. The aqueous phase is separated and adjusted to pH 5 with HCl. After extracting the product with chlorobenzene and azeotropically drying the organic phase, 23.8 g (200 mmol) of SOCl2 are added to the solution and the mixture is heated at 80° C. for 2 hours. After evaporating the reaction mixture, 20.1 g of the product are obtained as an oil with a purity (GC) of 98%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431718B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-e282464d28ac4e47b39c30adeb72cb11 |
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| Source note | uspto-grants-2013_04 |
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