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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889296Generated: October 30, 2026

Hydrochloric Acid → 3-butyl-6-ethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/1889296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantButyl isocyanateHCID 8110—
ReactantSodium hydrideHCID 24758—
Reactant2-Amino-5-ethyl-3-thiophenecarboxylic acid methyl esterHCID 737094—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-butyl-6-ethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 5935178054%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of methyl 2-amino-5-ethylthiophene-3-carboxylate (2.5 g), 1-isocyanatobutane (1.52 mL) and tetrahydrofuran (20 ml) was added sodium hydride (1.2 g), and the mixture was stirred at 60° C. for. 5 hr. The reaction mixture was diluted with water, and the mixture was adjusted to pH 4 with 1N hydrochloric acid, the precipitated solid was collected by filtration. The obtained solid was recrystallized from ethyl acetate to give the title compound as colorless crystals (1.85 g, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501750B2
Source datasetuspto-grants-2013_08
ORD IDord-93861293ed9b4d76a8882574898a9328
Source noteuspto-grants-2013_08