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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362618Generated: November 1, 2026

4-Toluenesulfonyl chloride → HCID 67003872, compound

https://huagongshe.com/reaction/2362618

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium hydrideHCID 24758—
Reactant5-Chloro-4-iodo-1H-pyrrolo[2,3-b]pyridineHCID 26076420—
SolventDimethylformamideHCID 6228—
ProductHCID 67003872HCID 67003872—

Reaction Steps

To an ambient suspension of sodium hydride (0.560 g, 23.34 mmol) in N,N-dimethylformamide (40 mL) was added a solution of 5-chloro-4-iodo-1H-pyrrolo[2,3-b]pyridine (5.0 g, 17.95 mmol) (Example 1E) in N,N-dimethylformamide (10 mL) slowly. The reaction was stirred for 0.5 hours, and a solution of para-toluenesulfonyl chloride (3.59 g, 18.85 mmol) in N,N-dimethylformamide (8 mL) was added. The reaction was stirred for 1 hour and was then quenched by pipetting the reaction portionwise into water (50 mL) with vigorous stirring. The solid was filtered and air-dried to give the title compound as a solid. MS ESI(+) m/z 433 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691810B2
Source datasetuspto-grants-2014_04
ORD IDord-9b64d037002345348ab7972549c303a2
Source noteuspto-grants-2014_04