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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 19568Generated: October 25, 2026

2-Aminothiophene-3-carboxamide → 2-sulfanyl-3H,4H-thieno(2,3-d)pyrimidin-4-one

https://huagongshe.com/reaction/19568

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Aminothiophene-3-carboxamideHCID 699495—
ReactantPotassium ethylxanthateHCID 2735045—
SolventDimethylformamideHCID 6228—
Product2-sulfanyl-3H,4H-thieno(2,3-d)pyrimidin-4-oneHCID 360339367.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

2-Aminothiophene-3-carboxamide (13 g, 92 mmol) and potassium ethylxanthate (48 g, 275 mmol) were mixed together and added to DMF (300 mL). The resulting mixture was heated to 150° C. for 6 hrs, then cooled to RT and concentrated on the rotovap under reduced pressure at 90° C. The residue was diluted with 300 mL of aqueous citric acid (5%) and cooled to 0° C. and stirred for 30 min. The tan powder was filtered and dried overnight to give (11.5 g) of the title compound MS (ES+): 185 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745449B2
Source datasetuspto-grants-2010_06
ORD IDord-5d20b758be07431cab5abca7aaf31268
Source noteuspto-grants-2010_06