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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658925Generated: October 30, 2026

Phosphorus sulfide (P2S5) → 6-chloro-4'-[5-chloro-2-(2-methanesulfonylamino-1,1-diethyl-2-oxo-ethoxy)-phenyl]-2'-(5-chloro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-one

https://huagongshe.com/reaction/658925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus sulfide (P2S5)HCID 14817—
Reactant1-acetyl-6-chloro-4'-[5-chloro-2-(1-ethyl-1-methanesufonylaminocarbonyl-propoxy)-phenyl]-2'-(5-chloro-2-methyl-phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 66769883—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-4'-[5-chloro-2-(2-methanesulfonylamino-1,1-diethyl-2-oxo-ethoxy)-phenyl]-2'-(5-chloro-2-methyl-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-oneHCID 7529340488.1%

Reaction Steps

A mixture of chiral (2′S, 3S, 4′R)-1-acetyl-6-chloro-2′-(5-chloro-2-methyl-phenyl)-4′-[5-chloro-2-(2-methanesulfonylamino-1,1-diethyl-2-oxo-ethoxy)-phenyl]-spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (30 mg, 0.04 mmol) and P2S5 (26 mg, 0.12 mmol) in THF (2 mL) was stirred at room temperature overnight, then diluted with toluene (10 mL). The resultant mixture was concentrated and washed with DCM for two times. The DCM solution was collected and purified by flash column chromtography. The product was then stirred with K2CO3 (20 mg) in MeOH for 15 min, and then partitioned between ethyl acetate and diluted HCl solution. The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated to give the title product as white solid (25 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076482B2
Source datasetuspto-grants-2011_12
ORD IDord-a71fd9ad863f4ad7beb91dbc3c70534c
Source noteuspto-grants-2011_12