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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606468Generated: October 30, 2026

Ethyl cyanoformate → Ethyl 4-oxo-5-(2-thienyl)-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylate

https://huagongshe.com/reaction/606468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoformateHCID 69336—
ReactantEthyl 2-amino-4-(thiophen-2-yl)thiophene-3-carboxylateHCID 718227—
SolventAcetate-hydrochloric acidHCID 22641269—
ProductEthyl 4-oxo-5-(2-thienyl)-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxylateHCID 5929833288.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

Ethyl 5′-amino-2,3′-bithiophene-4′-carboxylate (3.00 g, 11.842 mmol) was suspended in 1N hydrogen chloride-acetic acid solution (30 mL), ethyl cyanoformate (1.29 g, 13.026 mmol) was added, and the mixture was stirred under heating at 90° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, and concentrated under reduced pressure. The residue was suspended in diethyl ether, and the insoluble material was collected by filtration, washed with water to give the title compound as a brown powder (3.21 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915267B2
Source datasetuspto-grants-2011_03
ORD IDord-db1da210e385403aa85d6be1a7fbe43e
Source noteuspto-grants-2011_03