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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628686Generated: October 30, 2026

2-(3-azidopropyl)-2,3-dihydro-1H-isoindole-1,3-dione → 2-(3-(4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-isoindoline-1,3-dione

https://huagongshe.com/reaction/628686

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(3-azidopropyl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 186456—
SolventPropargyl alcoholHCID 7859—
Product2-(3-(4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)propyl)-isoindoline-1,3-dioneHCID 59176383—

Reaction Steps

A solution of 2-(3-azidopropyl)isoindoline-1,3-dione, 20, (0.62 g, 2.69 mmol) in propargyl alcohol (4 mL) was warmed to 90° C. and stirred for 18 h. The reaction mixture was concentrated under reduced pressure. The crude product containing both regioisomers (˜1:1 ratio) was used in the next step without further purification. ESI+ MS: m/z (rel intensity) 301.1 (100, [M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09314468B2
Source datasetuspto-grants-2016_04
ORD IDord-1ce005dbca5547e492196c05a39e021d
Source noteuspto-grants-2016_04