HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl cyanophosphonate → 1-Isoquinolinecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | isoquinolin-N-oxide | HCID 290378 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Isoquinolinecarbonitrile | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541418B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-9b95dfc3a79647eb97fd830507e6bf5e |
| Source note | uspto-grants-2013_09 |