HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dabco → HCID 86660140, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dabco | HCID 9237 | — |
| Reactant | Dimethylthiocarbamoyl chloride | HCID 27871 | — |
| Reactant | 1-(2-fluoro-6-hydroxyphenyl)ethanone | HCID 2737324 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86660140 | HCID 86660140 | 74.9% |
Reaction Steps
1-(2-Fluoro-6-hydroxy-phenyl)-ethanone (2.5 g, 16.22 mmol) (available from Apollo Scientific) was dissolved in anhydrous DMF (20 mL.) Dimethylthiocarbamoyl chloride (2.2 g, 17.84 mmol) and DABCO (2.0 g, 17.84 mmol) were added sequentially in one portion. The reaction was permitted to stir overnight at ambient temperature. The reaction was quenched by pouring it into a mixture of 1N HCl-ice. The oily residue was extracted with dichloromethane and dried over sodium sulfate. The crude residue was purified by SGC (20% ethyl acetate in hexanes) to provide the title compound (2.93 g.) 1H NMR (200 MHz, CDCl3): δ (ppm)=7.407 (dd, 1H), 7.026 (t, 1H), 6.876 (d, 1H), 3.404 (s, 3H), 3.341 (sd, 3H), 2.58 (d, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09149476B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-ba69be049e5045a5a4a0e703f5c5db19 |
| Source note | uspto-grants-2015_10 |