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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363974Generated: October 31, 2026

Tetrahydrothiopyran-4-one → HCID 66743289, compound

https://huagongshe.com/reaction/2363974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrothiopyran-4-oneHCID 66173—
ReactantSodium BicarbonateHCID 516892—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-Amino-5-(pyridin-4-yl)thiophene-2-carboxamideHCID 9920852—
SolventAcetic AcidHCID 176—
ProductHCID 66743289HCID 6674328991%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (0.200 g, 0.910 mmol) and tetrahydrothiopyran-4-one (0.528 g, 4.55 mmol) in glacial acetic acid (6 mL) was added p-toluenesulfonic acid monohydrate (0.017 g, 0.091 mmol). The mixture was heated at 80° C. overnight. Then, the mixture was concentrated, and then the residue was dissolved in methanol (20 mL). Solid NaHCO3 (1.00 g, 11.9 mmol) was added, and the mixture was stirred briefly. The solvent was then removed, and the obtained residue was chromatographed (Combiflash, silica gel, dichloromethane to 93:7 dichloromethane/methanol) to give the title compound (0.263 g, 91%) as a yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691828B2
Source datasetuspto-grants-2014_04
ORD IDord-5e93e0c9cb2743c3b34dcf2962ed7503
Source noteuspto-grants-2014_04