HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-methyl-3H,4H-thieno[2,3-d]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ethyl 2-aminothiophene-3-carboxylate | HCID 1988156 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-methyl-3H,4H-thieno[2,3-d]pyrimidin-4-one | HCID 1537065 | 40% |
Reaction Steps
To a solution of ethyl 2-aminothiophene-3-carboxylate (0.1 g, 0.64 mmol) and acetonitrile (50 μl, 0.95 mmol) in dioxane (3 ml) was added 4M HCl in dioxane (3 ml). The mixture was stirred at room temperature overnight. The solvents were removed under reduced pressure. The residue was diluted with water and made alcaline with a saturated aqueous sodium bicarbonate solution. The precipitate was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 50:1) to yield the title compound as a white solid (42 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193741B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-0bc7a3dd716f42f28b34ef035c42df44 |
| Source note | uspto-grants-2015_11 |