HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Disulfide → HCID 15044963, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Disulfide | HCID 12232 | — |
| Reactant | 3-bromo-5-methoxy-4-propoxybenzaldehyde | HCID 2064019 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | 2,4-Dimethylpyridine | HCID 7936 | — |
| Product | HCID 15044963 | HCID 15044963 | 26% |
Reaction Steps
50 ml (0.56 mole) of methyl disulfide in 400 ml of 2.4-lutidine was added 46 g (0.72 mole) of copper. The mixture was heated at 140° for 3 hours. The solution was cooled to room temperature and 74.90 g (0.56 mole) of 3-bromo-5-methoxy-4-propoxybenzaldehyde was then added. The mixture was refluxed for 16 hours at 175° C. The solution was filtered and the filtrate was concentrated to dryness. The product was purified by flash column chromatography first then recrystallized from hexane to give 17.01 g (26% yield) of 3-methoxy-5-methylthio-4-propoxybenzaldehyde as a white solid. m.p. 64°-66° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05047420 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-d6c187e21f8a4d7387f8922f1fe19965 |
| Source note | uspto-grants-1991_09 |