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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554329Generated: October 31, 2026

Sulfuryl chloride → HCID 86620783, compound

https://huagongshe.com/reaction/554329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuryl chlorideHCID 24648—
ReactantSodium hydrideHCID 24758—
Reactant15-Crown-5HCID 36336—
Reactant5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehydeHCID 46908593—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 86620783HCID 86620783154.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-78126406371a4941939007f11e4c8a3c
Source noteuspto-grants-2011_11