HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Ethyl-1-(4-hydroxybutyl)-6-(phenylselenenyl)-2-thiouracil
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Benzeneselenol | HCID 69530 | — |
| Reactant | 1-(4-Acetoxybutyl)-5-ethyl-6-(methylsulfinyl)-2-thiouracil | HCID 10711647 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Ethyl-1-(4-hydroxybutyl)-6-(phenylselenenyl)-2-thiouracil | HCID 10809970 | 60% |
Reaction Steps
To a stirred suspension of 1-(4-acetoxybutyl)-5-ethyl-6-(methylsulfinyl)-2-thiouracil (0.33 g, 1.00 mmol) and benzeneselenol (0.11 mL, 1.04 mmol) in EtOH (5 mL) was added 1N methanolic NaOH solution (3.00 mL) at room temperature under a nitrogen atmosphere. After the mixture was stirred for 2 h, 3N HCl in EtOH (1.00 mL) was added and the reaction mixture was evaporated to dryness. The residue was purified by flash column chromatography on silica gel with MeOH-CHCl3 (5:95) as eluent to give 0.23 g of the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05889013 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-fed9db3e1c834c9f85c394e16a6478ac |
| Source note | uspto-grants-1999_03 |