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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzyl isocyanate | HCID 76639 | — |
| Reactant | 2-Amino-5-ethyl-3-thiophenecarboxylic acid methyl ester | HCID 737094 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-benzyl-6-ethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione | HCID 59351701 | 25% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501750B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-0e2f6629d420480b9e98d29e92b4bf05 |
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| Source note | uspto-grants-2013_08 |
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