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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066937Generated: October 25, 2026

Ammonia → Ethyl 5-methyl-4-oxo-2-(thiophen-3-ylmethyl)-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylate

https://huagongshe.com/reaction/2066937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantDiethyl 5-amino-3-methylthiophene-2,4-dicarboxylateHCID 78537—
Reactant3-ThienylacetonitrileHCID 83730—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
ProductEthyl 5-methyl-4-oxo-2-(thiophen-3-ylmethyl)-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxylateHCID 68664667—

Reaction Steps

515 Milligrams of diethyl 5-amino-3-methylthiophene-2,4-dicarboxylate and 296 mg of 3-thiopheneacetonitrile were added to 8 mL of 4N hydrogen chloride-dioxane solution and stirred for 10 hours. Thereafter the liquid reaction mixture was poured on ice, and its pH was adjusted to 8-9 with 25% aqueous ammonia. Whereupon precipitated crystals were recovered by filtration and washed first with water, and then with hexane. The crude crystals were recrystallized from a liquid mixture of N,N-dimethylformamide and cyclohexane, to provide 397 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293754B2
Source datasetuspto-grants-2012_10
ORD IDord-7ae2e1a642a94fbaaf7e00fb9956dc0f
Source noteuspto-grants-2012_10