HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819528Generated: November 2, 2026
8-Hydroxyquinoline → HCID 69058049, compound
https://huagongshe.com/reaction/1819528
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 8-Hydroxyquinoline | HCID 1923 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Amino-5-bromobenzonitrile | HCID 429740 | — |
| Reactant | HCID 178516071 | HCID 178516071 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69058049 | HCID 69058049 | 11.2% |
Reaction Steps
A suspension of 2-amino-5-bromobenzonitrile (1 g), 2-hydroxypyridine (730 mg), CuI (190 mg), potassium carbonate (770 mg) and 8-hydroxyquinoline (150 mg) in 7 ml DMSO was heated for 1.5 h at 160° C. The reaction mixture was afterwards cooled, diluted with CH2Cl2 and filtered through decalite. The organic phase was extracted with water and brine and purified by chromatography (silica gel, AcOEt/heptane) to yield 2-amino-5-(2-oxo-2H-pyridin-1-yl)-benzonitrile as a yellow solid (120 mg). MH+=212.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601752B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-89f981ce876d4d7dbcd9337c878cbf42 |
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| Source note | uspto-grants-2009_10 |
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