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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9767Generated: October 24, 2026

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

https://huagongshe.com/en/reaction/9767

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 360339369.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

2-Amino-thiophene-3-carboxlic acid amide (28.4 g, 0.2 mol) and potassium ethylxanthate (96 g, 3 eq) were mixed together and added to DMF (1000 mL). The resulting mixture was heated to 150° C. for about six hours. The solvent (DMF) was removed on the rotovap under high vacuum at 90° C. The residue was diluted with 600 mL of aqueous citric acid (5%) and cooled to 0° C. and stirred for about 30 minutes. The tan powder was filtered and dried overnight to give 25.6 g of the title compound ((M+H)+=185, M.P.>300° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091347B2
Source datasetuspto-grants-2006_08
ORD IDord-9a87187d185b4d9390fcb9daeac9bc76
Source noteuspto-grants-2006_08