HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → HCID 14668765, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 1,5,6,7-Tetrahydro-4H-indol-4-one | HCID 280229 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14668765 | HCID 14668765 | 86.3% |
Reaction Steps
To a solution of 1,5,6,7-tetrahydro-indol-4-one (4.51 g, 33.36 mmol) in dry THF (300 mL) was added Lawesson's reagent (3.495 g, 33.36 mmol) at 0° C. as a solid, in portions. The reaction mixture was warmed to RT and stirred for 35 min. The reaction mixture was then poured into saturated NaHCO3, the product extracted into Et2O, dried over MgSO4, filtered, evaporated, and dried under vacuum overnight. The product was purified by filtration through SiO2 using 30% EtOAc/hexane, evaporated to dryness, and dried under vacuum for 1 h to provide 1,5,6,7-tetrahydro-indole-4-thione (4.354 g, 86.3% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399462B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-415ba5673fb240058ed9761f23317f1e |
| Source note | uspto-grants-2013_03 |