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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363979Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 66744217, compound

https://huagongshe.com/reaction/2363979

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantTetrahydro-4H-thiopyran-4-one 1-oxideHCID 544260—
Reactant3-Amino-5-(pyridin-4-yl)thiophene-2-carboxamideHCID 9920852—
SolventAcetic AcidHCID 176—
ProductHCID 66744217HCID 6674421716.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (0.050 g, 0.23 mmol) in acetic acid (3 mL) were added tetrahydro-4H-thiopyran-4-one 1-oxide (0.061 g, 0.46 mmol) and p-toluenesulfonic acid (0.0040 g, 0.023 mmol). The mixture was heated at 80° C. overnight. Then, the solvent was removed and the obtained residue was taken up in methanol (20 mL). Solid NaHCO3 (1.5 g) was added, and the mixture was stirred for 10 min. The mixture was filtered, and the filtrate was chromatographed (Combiflash, silica gel, dichloromethane to 80:20 dichloromethane/methanol) to give the title compound (0.0127 g, 16%) as a yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691828B2
Source datasetuspto-grants-2014_04
ORD IDord-884c87a727b84258988428ed0ca30223
Source noteuspto-grants-2014_04