HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 6-Iodo-4-oxo-1,4-dihydroquinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 709637-42-3 | HCID 6013301 | — |
| Reactant | HCID 6379342 | HCID 6379342 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Product | 6-Iodo-4-oxo-1,4-dihydroquinoline-3-carbonitrile | HCID 28976590 | 85% |
Reaction Conditions
| Temperature | 260 °C |
|---|
Reaction Steps
A mixture of (Z)-2-cyano-3-(4-iodo-phenylamino)-acrylic acid ethyl ester and (E)-2-cyano-3-(4-iodo-phenylamino)-acrylic acid ethyl ester (example 14a, 150 g, 0.44 mol) in diphenylether (1500 mL) was refluxed at 260° C. for 12 h. After cooling, ether was added. The solid was collected by filtration, washed with ether and dried to obtain 6-iodo-4-oxo-1,4-dihydro-quinoline-3-carbonitrile (110.5 g, 85%) as a black solid. LC-MS m/e 297 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07250515B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-a4002850a0bd410ba8f1525b31925111 |
| Source note | uspto-grants-2007_07 |