HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Diethylamino)sulfur trifluoride → 2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| Reactant | 2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthalene | HCID 118509367 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthalene | HCID 118509370 | 60% |
Reaction Steps
0.20 g (0.6 mmol) of the fifth compound 5 is obtained to be dissolved in 10 mL of anhydrous methylene chloride. 0.16 mL (1.2 mmol) of (diethylamino)sulfur trifluoride (DAST) is added at 0° C. for reaction at a room temperature for 16 hrs. After the reaction is completed, extraction is processed with water and dichloromethane. An organic phase is collected with water removed by sodium sulfate and is concentrated under reduced pressure to be separated and purified by liquid chromatography. Thus, the final product 6,2-(1,1-dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthalene, is obtained, which has a weight of 0.12 g and a yield of 60.0%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09186423B1 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-9317fb5f11cb4175a22c83d7132a8e46 |
| Source note | uspto-grants-2015_11 |