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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206451Generated: October 30, 2026

Methanol → HCID 178498883, compound

https://huagongshe.com/reaction/2206451

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, 48 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 phases were combined, dried over sodium sulfate, filtered and concentrated in vacuo to give methyl 3-methyl-1H-pyrazole-4-carboxylate (0.8 g, 57%). 1H NMR (300 MHz, CDCl3): 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-6309a89239b744ecb0e81d6ee73cd341
Source noteuspto-grants-2016_06