HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2-(4-chlorophenyl)-4-hydroxy-1-[4-(methylsulfonyl) phenyl]-4-[(phenylthio)methyl]-4,5-dihydro-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-Bromo-3-phenylthio-2-propanone | HCID 22998062 | — |
| Reactant | 4-chloro-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide | HCID 178504796 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-(4-chlorophenyl)-4-hydroxy-1-[4-(methylsulfonyl) phenyl]-4-[(phenylthio)methyl]-4,5-dihydro-1H-imidazole | HCID 22997966 | — |
Reaction Steps
To a mixture of 4-chloro-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide (Example 1, Step 1) (1 mmol) and sodium bicarbonate (2 mmol) in acetone (20 mL), 1-bromo-3-phenylthio-2-propanone (1.5 mmol) is added. After heating to reflux for 24 hours, the reaction mixture is filtered, washed with acetone and concentrated in vacuo. The crude product is chromatographed (silica gel, toluene/ethyl acetate) to give 2-(4-chlorophenyl)-4-hydroxy-1-[4-(methylsulfonyl) phenyl]-4-[(phenylthio)methyl]-4,5-dihydro-1H-imidazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05616601 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-c4b03815ec6f4de7847bc0aecb1e60a8 |
| Source note | uspto-grants-1997_04 |