HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59739561, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | 3-Methylsulfonyl-5,5-dimethyl-2-isoxazoline | HCID 12137656 | — |
| Reactant | HCID 59739560 | HCID 59739560 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59739561 | HCID 59739561 | 62.3% |
Reaction Steps
4-Bromomethyl-5-cyano-3-methyl-isothiazole (50% purity) (0.65 g, 1.5 mmol) was dissolved in ethanol (30 ml) and thiourea (242 mg, 3.2 mmol) was added. The mixture was stirred at room temperature until the solids were dissolved. 3-Methane-sulfonyl-5,5-dimethyl-4,5-dihydroisoxazole (540 mg, 3.2 mmol) and potassium carbonate (440 mg, 3.2 mmol) were added and the mixture was heated under reflux for 1 hour. The solids were removed by filtration and the filtrate was concentrated. The crude product was purified by chromatography on silica gel (eluent: ethyl acetate/hexane) to give the product (0.25 g, 62% yield). 1H-NMR (400 MHz, CDCl3): 1.44 (6H, s, Me), 2.6 (3H, s, Me), 2.8 (2H, s, CH2), 4.4 (2H, s, CH2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680290B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-ac45458b58ef4ad58453bf0928ba491c |
| Source note | uspto-grants-2014_03 |