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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522225Generated: October 29, 2026

4-Toluenesulfonyl chloride → HCID 118274348, compound

https://huagongshe.com/reaction/522225

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium HydroxideHCID 14798—
Reactant4-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 24729567—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 118274348HCID 118274348—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of Example 127A (1 g, 5.54 mmol) in toluene (10 mL) was added p-toluenesulfonyl chloride (1.584 g, 8.31 mmol) and tetrabutylammonium hydrogensulfate (0.188 g, 0.554 mmol). The mixture was cooled to 0° C., and a solution of sodium hydroxide (0.554 g, 13.84 mmol) in water (2 mL) was added. The mixture was stirred at room temperature overnight, and partitioned between ethyl acetate and water. The organic phase was washed with water and concentrated. The residue was triturated with 10% ethyl acetate in heptane and filtered to provide the title compound. MS (ESI+) m/z 335 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328112B2
Source datasetuspto-grants-2016_05
ORD IDord-acc782e2436f43fc8fba834bf58d57d4
Source noteuspto-grants-2016_05