HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Boron trifluoride etherate → 3-[3-(1,3-Dithiolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Boron trifluoride etherate | HCID 8000 | — |
| Edukt | 1,1-Ethanedithiol | HCID 33645 | — |
| Edukt | 5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1, 2-benzisothiazole-3-carboxaldehyde | HCID 17852368 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-[3-(1,3-Dithiolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil | HCID 20634203 | 46,3% |
Reaktionsschritte
To a mixture of 5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-carboxaldehyde (0.300 g, 0.850 mmol) and methylene chloride is added ethanedithiol (0.0940 g, 1.00 mmol) and boron trifluoride-etherate (0.200 ml). The resultant mixture is stirred overnight at room temperature and partitioned between methylene chloride and saturated sodium bicarbonate. The organic layer is dried over anhydrous magnesium sulfate and concentrated in vacuo to a yellow solid which is stirred in hot methylcyclohexane and filtered to afford the title compound as a light yellow solid (0.170 g, 46.3%, mp 227-232° C.) which is identified by NMR spectral analysis.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06706663B2 |
| Quelldatensatz | uspto-grants-2004_03 |
| ORD ID | ord-8bf089df8a384e13a27e826f43e36cc3 |
| Quellennotiz | uspto-grants-2004_03 |