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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695377Generated: November 1, 2026

p-Toluenesulfonic acid → 5-Hydroxy-1H-pyrazole-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1695377

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant(E)-2-Hydrazino-but-2-enedioic acid dimethyl esterHCID 55298578—
SolventO-XyleneHCID 7237—
Product5-Hydroxy-1H-pyrazole-3-carboxylic acid methyl esterHCID 17849860269.4%

Reaction Steps

To a solution of (E)-2-hydrazino-but-2-enedioic acid dimethyl ester (500 mg, 2.87 mmol) in xylene (10 mL) was added para-toluenesulfonic acid (45 mg, 0.24 mmol) and the resulting mixture heated at reflux for 4 h. After cooling to room temperature the mixture was stirred overnight and the resulting solid was filtered off and dried to afford the title compound (283 mg, 69%) as a white solid after trituration with dichloromethane. MS: m/e=141.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163728B2
Source datasetuspto-grants-2012_04
ORD IDord-d53b57aa740841bf8a551917fb077ad4
Source noteuspto-grants-2012_04