HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 86676053, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4-Oxazolidinone, 3-ethyl-2-thioxo- | HCID 82734 | — |
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86676053 | HCID 86676053 | 94% |
Reaction Steps
A toluene (10 mL) solution of 3-ethyl-2-thioxooxazolidin-4-one 3 (145 mg, 1.0 mmol) and Lawesson's reagent (607 mg, 1.5 mmol) was refluxed overnight. The solution was cooled and diluted with ethyl acetate (100 mL), then washed with water (2×20 mL). The organic layer was dried with brine and MgSO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (hexane:ethyl acetate=10:1), and the desired product 6 was obtained in 94% yield (152 mg, orange oil). 1H NMR (400 MHz, CDCl3): δ 5.12 (s, 2H), 4.21 (q, J=7.2 Hz, 2H), 1.29 (t, J=7.2 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139575B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8bb58e0547b24dec9ac5742aabb265a0 |
| Source note | uspto-grants-2015_09 |