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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750860Generated: October 31, 2026

Formamide → 3H,4H-thieno[3,2-d]pyrimidin-4-one

https://huagongshe.com/reaction/1750860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantAcetic AnhydrideHCID 7918—
ReactantMethyl 3-amino-2-thiophenecarboxylateHCID 89652—
ReactantAmmonium formateHCID 2723923—
CatalystFormic AcidHCID 284—
Product3H,4H-thieno[3,2-d]pyrimidin-4-oneHCID 135417422160.2%

Reaction Steps

Acetic anhydride (185 mL, 1.96 mol) and formic acid (85 mL, 2.22 mmol) were mixed and stirred. Methyl-3-aminothiophene-2-carboxylate (50 g, 0.16 mol) was added to the reaction mixture, followed by stirring for about 3 hours at room temperature. The reaction solvent was removed under reduced pressure. Separately, ammonium formate (90 g, 1.43 mol) and formamide (150 mL, 3.76 mol) were mixed and stirred for about 30 minutes. The synthesized material in the above was added to the resulting reaction solution, followed by stirring 8 hours at 150° C. The reaction solution was cooled to room temperature and stirred for about 12 hours. The generated solid was filtered, and washed with water to obtain the title compound (39 g, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156852B2
Source datasetuspto-grants-2015_10
ORD IDord-b2e2e9f094154e8cac4900c50c2da901
Source noteuspto-grants-2015_10