HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 4-(4-Chlorothiazol-2-YL)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Dichlorothiazole | HCID 12333155 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Chlorothiazol-2-YL)morpholine | HCID 53440095 | 91.2% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
In a 75 mL dry pressure vessel, 2,4-dichloro-thiazole (500 mg, 3.2 mmol) and morpholine (560 μL, 6.4 mmol) are dissolved in dry THF (2.0 mL). Cs2CO3 (1.56 g, 4.8 mmol) is added, and the reaction vessel is sealed. The reaction mixture is heated to 110° C. overnight. Solvent is removed via reduced pressure, and the crude reaction mixture is purified via silica gel chromatography to give the title compound (597 mg, 2.92 mmol, 91%). 1H-NMR (CDCl3), δ 3.45 (m, 4H), 3.79 (m, 4H), 6.31 (s, 1H) ppm. ES-MS (m/z): calcd for C7H9ClN2OS (M+H)+: 204.68; found: 205.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612067B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-020b1cf2dd0c47dea9e2640f080cfca6 |
| Source note | uspto-grants-2009_11 |