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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658931Generated: October 31, 2026

Phosphorus sulfide (P2S5) → 6-chloro-4'-[5-chloro-2-(1-ethoxycarbonyl-1-propyl-butoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-one

https://huagongshe.com/reaction/658931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus sulfide (P2S5)HCID 14817—
Reactant4'-[5-chloro-2-(1-ethoxycarbonyl-1-propyl-butoxy)-phenyl]-6-chloro-2'-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 67143852—
SolventTolueneHCID 1140—
Product6-chloro-4'-[5-chloro-2-(1-ethoxycarbonyl-1-propyl-butoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-oneHCID 7529340564.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of racemic (2′S, 3S, 4′R)-6-chloro-4′-[5-chloro-2-(1-ethoxycarbonyl-1-propyl-butoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (100 mg, 0.15 mmol) and P2S5 (70 mg, 0.31 mmol) was heated at 60° C. for 2 h, and then diluted with toluene (10 mL). The mixture was concentrated in vacuo and the residue was washed with DCM for 2 times. The DCM solution was combined and concentrated. The residue was purified by flash column to give the title compound as white solid (65 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076482B2
Source datasetuspto-grants-2011_12
ORD IDord-f04e25d0b3544c9faaabb5d9a38be11b
Source noteuspto-grants-2011_12