HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554329Generated: October 31, 2026
Sulfuryl chloride → HCID 86620783, compound
https://huagongshe.com/reaction/554329
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 15-Crown-5 | HCID 36336 | — |
| Reactant | 5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde | HCID 46908593 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 86620783 | HCID 86620783 | 154.2% |
Reaction Steps
To a solution (28 mL) of 5-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde (284 mg) in tetrahydrofuran was added sodium hydride (60% in oil, 181 mg) at room temperature and the mixture was stirred for 30 min. 15-Crown-5 (992 mg) was added dropwise and the mixture was stirred for 30 min, (2-cyanobenzene) sulfonyl chloride (606 mg) was added, and the mixture was further stirred for 1 hr. Saturated brine was added to the reaction mixture, 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=4:1→2:3) to give the title compound as colorless crystals (yield 410 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08048909B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-78126406371a4941939007f11e4c8a3c |
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| Source note | uspto-grants-2011_11 |
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