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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053940Generated: October 30, 2026

6-(1,3-Dioxoisoindolin-2-yl)hexahydrofuro[3,2-b]furan-3-yl methanesulfonate → 2-(6-Azidohexahydrofuro[3,2-b]furan-3-yl)isoindoline-1,3-dione

https://huagongshe.com/reaction/1053940

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(1,3-Dioxoisoindolin-2-yl)hexahydrofuro[3,2-b]furan-3-yl methanesulfonateHCID 118387957—
ReactantHCID 178514644HCID 178514644—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-(6-Azidohexahydrofuro[3,2-b]furan-3-yl)isoindoline-1,3-dioneHCID 118387972—

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 6-(1,3-dioxoisoindolin-2-yl)hexahydrofuro[3,2-b]furan-3-yl methanesulfonate (2.80 g, 7.9 mmol) in DMF (60 mL) was added azido sodium (2.16 g, 33.2 mmol). The reaction was allowed to warm to 140° C. for 23 h. The solution was diluted with CH2Cl2 (100 mL), washed with water (100 mL×3) and dried over anhydrous Na2SO4, and then concentrated in vacuo to give the crude product. The product was used for next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394281B2
Source datasetuspto-grants-2016_07
ORD IDord-5863502c8e7d409989a0d9ef133e5367
Source noteuspto-grants-2016_07