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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728024Generated: October 31, 2026

Lawesson's reagent → 6-chloro-4'-(3-chlorophenyl)-2'-(2,3-difluoro-6-isopropoxy-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-one

https://huagongshe.com/reaction/1728024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant6-chloro-4'-(3-chlorophenyl)-2'-(2,3-difluoro-6-isopropoxy-phenyl) spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dioneHCID 74370373—
SolventTolueneHCID 1140—
Product6-chloro-4'-(3-chlorophenyl)-2'-(2,3-difluoro-6-isopropoxy-phenyl)-6'-thioxo spiro[3H-indole-3,3'-piperidine]-2(1H)-oneHCID 7437061578.3%

Reaction Steps

In a manner similar to the method described in example 30, racemic (2′S,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-isopropoxy-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (0.45 g, 0.85 mmol) prepared in example 62d was reacted with 2,4-bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide (0.6 g, 1.8 mmol) in toluene to give racemic (2′S,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(2,3-difluoro-6-isopropoxy-phenyl)-6′-thioxospiro[3H-indole-3,3′-piperidine]-2(1H)-one (Yield 0.36 g, 78.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495007B2
Source datasetuspto-grants-2009_02
ORD IDord-00b433632bf64649b38212d8647bfd36
Source noteuspto-grants-2009_02