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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483835Generated: October 31, 2026

Phosphorus pentachloride → 4-(1,3-Dioxoisoindolin-2-yl)cyclohexane-1-sulfonyl chloride

https://huagongshe.com/reaction/1483835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus pentachlorideHCID 24819—
Reactant4-(1,3-Dioxoisoindolin-2-yl)cyclohexane-1-sulfonic acidHCID 89389886—
Product4-(1,3-Dioxoisoindolin-2-yl)cyclohexane-1-sulfonyl chlorideHCID 8938968369.3%

Reaction Steps

A mixture of 4-(1,3-dioxoisoindolin-2-yl)cyclohexane-1-sulfonic acid (6.8 g, 22 mmol) and PCl5 (5 g, 24 mmol) was stirred at room temperature for 30 min. And then the mixture was heated at 100° C. and stirred for 2 h. After cooling to room temperature, the mixture was washed with EtOAc (150 mL×3). The combined extracts were concentrated in vacuo to give crude 4-(1,3-dioxoisoindolin-2-yl)cyclohexane-1-sulfonyl chloride (5 g, 68%) as a whit solid, which was used in the next step directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416132B2
Source datasetuspto-grants-2016_08
ORD IDord-0cf178092f7e42b4962c5d3899a064b4
Source noteuspto-grants-2016_08