HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → Ethyl-8-chloro-1-(4-iodobenzyl)-4-thioxo-1,4-dihydrocinnoline-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | Ethyl-8-chloro-1-(4-iodobenzyl)-4-oxo-1,4-dihydrocinnoline-3-carboxylate | HCID 68755685 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl-8-chloro-1-(4-iodobenzyl)-4-thioxo-1,4-dihydrocinnoline-3-carboxylate | HCID 86659997 | — |
Reaction Steps
Ethyl-8-chloro-1-(4-iodobenzyl)-4-oxo-1,4-dihydrocinnoline-3-carboxylate (736 mg, 1.57 mmol) and Lawesson's Reagent (445 mg, 1.10 mmol, 0.7 equiv) were combined in toluene (8 mL) and placed into an oil bath preheated at 105° C. for 15 minutes. The mixture was cooled to ambient temperature, concentrated in vacuo and the residue was purified by silica gel gradient chromatography (100:0 to 40:60; hexanes:ethyl acetate), providing the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653079B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-11296843bcb745b092905d698403cf65 |
| Source note | uspto-grants-2014_02 |