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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269574Generated: October 30, 2026

Phenylhydrazine → 3-(4-fluorophenyl)-2-(4-(methylsulfonyl)phenyl)-1H-indole

https://huagongshe.com/reaction/2269574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylhydrazineHCID 7516—
Reactant4-Fluorobenzyl chlorideHCID 9602—
Reactant4-(Methylthio)benzaldehydeHCID 76985—
Reactant2-(4-Fluorophenyl)-1-(4-(methylsulfonyl)phenyl)ethanoneHCID 11197095—
SolventAcetic acid tolueneHCID 18331056—
Product3-(4-fluorophenyl)-2-(4-(methylsulfonyl)phenyl)-1H-indoleHCID 15337398—

Reaction Steps

To phenylhydrazine (50 uL) in toluene-HOAc (2:1, 2 mL) was added 2-(4-fluorophenyl)-1-(4-(methylsulfonyl)phenyl)ethanone (105 mg) (prepared from 4-(methylthio)benzaldehyde and 4-fluorobenzyl chloride by the same method as described in Step 1 of Example 4). After 1 hr at 85° C., the reaction mixture was extracted with EtOAc and HCl. After drying over NaSO4 and evaporation in vacuo the title compound was purified by flash chromatography (67 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329421B1
Source datasetuspto-grants-2001_12
ORD IDord-e8ffa0a5a5fb4221afba28f19d347cd2
Source noteuspto-grants-2001_12