HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2044028Generated: October 27, 2026
Thionyl Chloride → Methyl 3-(chloromethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate
https://huagongshe.com/reaction/2044028
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | methyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylate | HCID 54577408 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-(chloromethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate | HCID 49850068 | — |
Reaction Steps
Methyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylate (28.5 g, 0.1 mol) was dissolved in 100 ml of CH3CN and the solution was heated to 70° C. (26 g, 0.22 mol) of SOCl2 (0.12 mol) was slowly added dropwise at this temperature. The mixture was after-stirred for 1 hour at 70° C. and concentrated by evaporation in vacuo. This gave 27.6 g (92%) of the product as viscous oil with a purity of 95%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08586753B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-581b101e1f3840039608b5f8ac5bc900 |
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| Source note | uspto-grants-2013_11 |
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