HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 23660681, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Thiophenesulfonyl chloride | HCID 85518 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178519858 | HCID 178519858 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23660681 | HCID 23660681 | 23.4% |
Reaction Steps
To a solution of 2-phenyl-1H-imidazole-4-carbaldehyde (1.73 g) in tetrahydrofuran (100 mL) was added sodium hydride (60% in oil, 603 mg) at room temperature, and the mixture was stirred for 15 min. Thiophene-2-sulfonyl chloride (2.39 g) was added to the reaction mixture, and the mixture was stirred for 1 hr. Saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=3:2→2:3) to give the title compound as a colorless oil (yield 750 mg, 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994205B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-e76c63d1c0cb45a4b0c3e828a14e8880 |
| Source note | uspto-grants-2011_08 |