HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Acetate → 4-ethoxy-6-[4-oxo-2-thioxo-thiazolidin-(5Z)-ylidenemethyl]-quinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | Rhodanine | HCID 1201546 | — |
| Reactant | 4-Ethoxy-6-formyl-quinoline-3-carbonitrile | HCID 58585818 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-ethoxy-6-[4-oxo-2-thioxo-thiazolidin-(5Z)-ylidenemethyl]-quinoline-3-carbonitrile | HCID 58585780 | 100% |
Reaction Steps
The suspension of 4-ethoxy-6-formyl-quinoline-3-carbonitrile (example 14e, 1.13 g, 5 mmol) and rodahnine (2-thioxo-thiazolin-4-one) (1.0 g, 7.5 mmol) in anhydrous toluene (50 mL) was added ammonium acetate (0.77 g, 10 mmol). The mixture was stirred under reflux for 6 h. After cooling to room temperature, the solid was collected by filtration, washed with water, toluene and dried to obtain 4-ethoxy-6-[4-oxo-2-thioxo-thiazolidin-(5Z)-ylidenemethyl]-quinoline-3-carbonitrile (1.7 g, 100%) as a grey solid. LC-MS m/e 342 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07250515B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-5203bd926df14b09b6ce4faba2332ecd |
| Source note | uspto-grants-2007_07 |