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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44820Generated: October 26, 2026

Diethyl cyanophosphonate → 1-Isoquinolinecarbonitrile

https://huagongshe.com/reaction/44820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl cyanophosphonateHCID 76257—
Reactantisoquinolin-N-oxideHCID 290378—
SolventAcetonitrileHCID 6342—
Product1-IsoquinolinecarbonitrileHCID 306057—

Reaction Steps

To a stirred solution of isoquinoline 2-oxide (2-Im-9, 5.8 g) in 140 mL of acetonitrile, diethyl phosphoro-cyanidate (1.5 eq) was added under argon followed by slow addition of TEA (3.0 eq). The mixture was refluxed for 18 h and then extracted with DCM. The organic layer was concentrated and purified by silica column chromatography to give isoquinoline-1-carbonitrile (3-Im-9).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541418B2
Source datasetuspto-grants-2013_09
ORD IDord-9b95dfc3a79647eb97fd830507e6bf5e
Source noteuspto-grants-2013_09