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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889297Generated: October 27, 2026

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

https://huagongshe.com/reaction/1889297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
ReactantBenzyl isocyanateHCID 76639—
Reactant2-Amino-5-ethyl-3-thiophenecarboxylic acid methyl esterHCID 737094—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-benzyl-6-ethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 5935170125%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of methyl 2-amino-5-ethylthiophene-3-carboxylate (5 g), (isocyanatomethyl)benzene (3.33 mL) and tetrahydrofuran (50 mL) was added sodium hydride (1.18 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, and extracted with ethyl acetate. The obtained ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was recrystallized from ethyl acetate to give the title compound as colorless crystals (2.1 g, 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501750B2
Source datasetuspto-grants-2013_08
ORD IDord-0e2f6629d420480b9e98d29e92b4bf05
Source noteuspto-grants-2013_08