HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(5-Isothiocyanatonaphthalen-2-yloxy)-6,7-dimethoxyquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thiocarbonyl diimidazole | HCID 11412697 | — |
| Reactant | 6-(6,7-Dimethoxyquinolin-4-yloxy)naphthalen-1-amine | HCID 67520274 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(5-Isothiocyanatonaphthalen-2-yloxy)-6,7-dimethoxyquinoline | HCID 86062314 | — |
Reaction Steps
Thiocarbonyl diimidazole (108 mg, 0.606 mmol) was added to a solution of 6-(6,7-dimethoxyquinolin-4-yloxy)naphthalen-1-amine (210, 0.606 mmol) and NEt3 (84.5 μL, 0.606) in DCM (1.52 mL) in one portion at RT. After 15 minutes of stirring, LCMS and TLC indicated that the reaction was complete. The crude mixture was purified by silica gel chromatography (Hex:EtOAc). MS (ESI, pos. ion) m/z: 389.0 (M+1). Mass Calc'd for C18H15NO3: 388.45.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178557B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-f25dd8b6a7b0439db7092a581416ab6f |
| Source note | uspto-grants-2012_05 |