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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 373503Generated: October 25, 2026

Thionyl Chloride → (2S,4S)-6-fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carbonyl chloride

https://huagongshe.com/reaction/373503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(2S,4S)-6-Fluoro-2,3-dihydro-2',5'-dioxospiro(4H-1-benzopyran-4,4'-imidazolidine)-2-carboxylic acidHCID 9838583—
Product(2S,4S)-6-fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carbonyl chlorideHCID 57210646100%

Reaction Steps

To thionyl chloride (400 ml, 5.11 mol) was added (2S,4S)-6-fluoro-2',5'-dioxospiro[chroman-4,4'-imidazolidine]-2-carboxylic acid (20.0 g, 67.1 mmol). After refluxing the mixture for 18 hours, the resulting reaction mixture was dried in vacuo to dryness to give the desired compound (20.0 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05164391
Source datasetuspto-grants-1992_11
ORD IDord-ec34fe252f0d41e0a8734a7c725b0b7a
Source noteuspto-grants-1992_11