HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-[4-(3-Mercapto-2-mercaptomethyl-2-methyl-propylthio)-phenyl]-2-methyl-2-morpholin-4-yl-propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,3-Propanedithiol, 2-(mercaptomethyl)-2-methyl- | HCID 11513814 | — |
| Reactant | 1-(4-Fluorphenyl)-2-methyl-2-morpholino-1-propanone | HCID 15405305 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[4-(3-Mercapto-2-mercaptomethyl-2-methyl-propylthio)-phenyl]-2-methyl-2-morpholin-4-yl-propan-1-one | HCID 19360604 | — |
Reaction Steps
3.6 g (14.3 mmol) of 1-(4-fluorophenyl)-2-methyl-2-morpholin-4-yl-propan-1-one and 12 g (71.3 mmol) of 1,1,1-trismercaptomethylethane are dissolved in 70 ml of dry dimethylformamide, and 28.6 mmol of sodium hydride are added. The solution is stirred at room temperature for 2 h. Then the solution is poured into water. The crude product is extracted with methylene chloride, washed with water, dried over MgSO4, and concentrated. The residue is purified by column chromatography on silica gel with methylene chloride as an eluent. The structure is confirmed by the 1H-NMR spectrum (CDCl3): δ [ppm] 1.12 (s, 3H), 1.30 (t, 2H), 1.31 (s, 6H), 2.57 (t, 4H), 2.62-2.72 (m, 4H), 3.14 (s, 2H), 3.69 (t, 4H), 7.33 (d, 2H), 8.49 (d, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06022906 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-1aebfafd823e4b548631e7f95a3d8730 |
| Source note | uspto-grants-2000_02 |