HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibromomethane → 1-(3-Bromo-phenyl)-2-[1,3]dithietan-2-ylidene-2-pyridin-4-yl-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibromomethane | HCID 3024 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(3-Bromophenyl)-2-(pyridin-4-yl)ethan-1-one | HCID 53952423 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(3-Bromo-phenyl)-2-[1,3]dithietan-2-ylidene-2-pyridin-4-yl-ethanone | HCID 15485913 | 74% |
Reaction Steps
1-(3-Bromo-phenyl)-2-pyridin-4-yl-ethanone (150 mg, 0.54 mmol), dibromomethane (114 ul, 1.62 mmol) and carbon disulfide (77 ul, 1.62 mmol) were reacted at room temperature in dry DMSO in the presence of K2CO3 (225 mg, 1.62 mmol) for three hours. The reaction, evaporated to dryness, was worked up with water and ethyl acetate. The pooled organic extracts were washed with brine, dried over sodium sulphate and evaporated down. The crude material was purified by a quick elution with ethyl acetate through a pad of silica to give the clean product in 74% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524707B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-9d9771a2591945309c5b19668224ff47 |
| Source note | uspto-grants-2013_09 |