HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 1,8-Dichloroisoquinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 8-Chloro-1-oxo-1,2-dihydroisoquinoline-3-carboxamide | HCID 90386970 | — |
| Product | 1,8-Dichloroisoquinoline-3-carbonitrile | HCID 90387003 | 40% |
Reaction Steps
A solution of 8-chloro-1-oxo-1,2-dihydroisoquinoline-3-carboxamide (0.5 g, 1.99 mmol) in POCl3 (10 mL) was heated to reflux for 4 hours. The reaction mixture was subsequently concentrated in vacuo and the crude product was purified by column chromatography eluting with petroleum ether and ethyl acetate (PE/EtOAc=5:1-2:1 gradient) to give the title compound (200 mg, 40%). ESI-MS m/z [M+H]+ 223.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09402841B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-ba1abfbe71204ee98be91f176988f666 |
| Source note | uspto-grants-2016_08 |