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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515372Generated: October 26, 2026

Thionyl Chloride → Methyl 3-(chloromethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/1515372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactantmethyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylateHCID 54577408—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-(chloromethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylateHCID 49850068—

Reaction Conditions

Temperature5 °C

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 CH2Cl2 and the solution was cooled to 5° C. SOCl2 (0.12 mol) in 30 ml of CH2Cl2 was slowly added dropwise at this temperature. The mixture was after-stirred for 4 hours at RT and concentrated by evaporation in vacuo. The product was purified by column chromography on SiO2 (eluent hexane/ethyl acetate). Oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222435B2
Source datasetuspto-grants-2012_07
ORD IDord-b1ef5ff4b3974434a41ac680da1ce14a
Source noteuspto-grants-2012_07