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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1464189Generated: November 1, 2026

Hydrochloric Acid → HCID 19423414, compound

https://huagongshe.com/reaction/1464189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantEthyl 5-ethynyl-2-hydroxybenzoateHCID 19423366—
Reactant3-Iodo-N-(3-methyl-2-pyridinyl)benzenesulfonamideHCID 19423394—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
ProductHCID 19423414HCID 19423414—

Reaction Steps

3-Iodo-N-(3-methyl-2-pyridinyl)benzenesulfonamide (18.7 g, 50 mmol), ethyl 5-ethynyl-2-hydroxybenzoate (9.5 g, 50 mmol), triethylamine (65 ml) and tetrahydrofuran (65 ml) were stirred at 60° C. Dichlorobis(triphenylphosphine)palladium (250 mg, 0.36 mmol) and copper(I)iodide (140 mg, 0.7 mmol) were added with stirring. After 1 h the solution was poured into dilute hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with water, dried, treated with activated carbon and the solvent evaporated. The residue was recrystallized from methanol, then from toluene and finally from acetic acid. Yield 12.7 g 58%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05302718
Source datasetuspto-grants-1994_04
ORD IDord-fea060f1a82e4003a64dfd87f8f84f9c
Source noteuspto-grants-1994_04