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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966064Generated: October 25, 2026

2',4'-Dichloroacetophenone → 5-chloro-2-(2,4-dichlorophenyl)-1H-indole

https://huagongshe.com/reaction/966064

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2',4'-DichloroacetophenoneHCID 16693—
Reactant(4-Chlorophenyl)hydrazineHCID 70624—
SolventWaterHCID 962—
Product5-chloro-2-(2,4-dichlorophenyl)-1H-indoleHCID 2231425154%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2,4-dichloroacetophenone (378 mg, 2.0 mmol), p-chloro-phenylhydrazine (358 mg, 2.0 mmol and polyphosphoric acid (PPA) (0.5 mL) is heated at 100° C. for 8 h, cooled to room temperature, diluted with water, stirred briefly, allowed to stand at room temperature for 16 h and filtered. The filtercake is washed with water and air-dried to afford the title compound, 320 mg (54% yield), identified by NMR and mass spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951881B2
Source datasetuspto-grants-2005_10
ORD IDord-e6b37ad3643848b9a4e6f97dd5da0c55
Source noteuspto-grants-2005_10