HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363974Generated: October 31, 2026
Tetrahydrothiopyran-4-one → HCID 66743289, compound
https://huagongshe.com/reaction/2363974
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrothiopyran-4-one | HCID 66173 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 3-Amino-5-(pyridin-4-yl)thiophene-2-carboxamide | HCID 9920852 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 66743289 | HCID 66743289 | 91% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691828B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-5e93e0c9cb2743c3b34dcf2962ed7503 |
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| Source note | uspto-grants-2014_04 |
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