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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754562Generated: October 28, 2026

p-Toluenesulfonic acid → HCID 69328147, compound

https://huagongshe.com/reaction/1754562

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantSodium BicarbonateHCID 516892—
ReactantPyrazole-4-carboxylic acidHCID 3015937—
SolventDimethylformamideHCID 6228—
ProductHCID 69328147HCID 6932814770%

Reaction Steps

To a suspension of 1H-pyrazole-4-carboxylic acid (50 g, 446 mmol) in 500 mL of DMF are added para-toluenesulfonic acid (8.48 g, 44 mmol) and DHP (132 mL, 1561 mmol). The reaction medium turns yellow and then black after stirring at room temperature for 20 hours. The reaction mixture is poured into saturated aqueous NaHCO3 solution and extracted with EtOAc. The aqueous phase is acidified to pH 3 by adding 6M hydrochloric acid solution. The precipitate formed is filtered off and washed with water and then dried under vacuum at 50° C. to give 61.2 g of a white powder (yield: 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169246B2
Source datasetuspto-grants-2015_10
ORD IDord-0e1c9c45acb743c7a4cb1c5c3580f81d
Source noteuspto-grants-2015_10