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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206457Generated: November 3, 2026

Methanol → HCID 178498883, compound

https://huagongshe.com/reaction/2206457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant5-methyl-1H-pyrazole-4-carboxylic acidHCID 557600—
ProductHCID 178498883HCID 17849888357%

Reaction Steps

To a solution of 3-methyl-1H-pyrazole-4-carboxylic acid (1.26 g, 10 mmol) in methanol (100 mL) was added thionyl chloride (5.73 g, 45 mmol) at 0° C. The mixture was stirred for 12 hours. The solvent was evaporated in vacuo. To the residue, saturated sodium bicarbonate aqueous solution was added and the mixture was extracted with ethyl acetate (100 mL×3), the organic phase was dried by sodium sulfate. The mixture was filtered and the filtrate was concentrated in vacuo to give methyl 3-methyl-1H-pyrazole-4-carboxylate (0.8 g, 57%). 1H NMR (300 MHz, CDCl1): δ 7.87 (s, 1H), 3.84 (s, 3H), 2.53 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371331B2
Source datasetuspto-grants-2016_06
ORD IDord-7fa8676c7f864e3db7eead3f7215ad47
Source noteuspto-grants-2016_06