HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroethyl methyl sulfide → 4-Bromo-2-isopropyl-7-(2-methylsulfanyl-ethoxy)-2H-phthalazin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroethyl methyl sulfide | HCID 10965 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7-Hydroxy-2-Isopropyl-4-bromo-2H-phthalazin-1-one | HCID 136372992 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-2-isopropyl-7-(2-methylsulfanyl-ethoxy)-2H-phthalazin-1-one | HCID 68979422 | 30% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 7-hydroxy-2-isopropyl-4-bromo-2H-phthalazin-1-one (0.8 g, 0.0028 mol) in DMF (8 ml), was added potassium carbonate (2 g, 0.014 mol). After 5 min, 2-chloroethyl methyl sulfide (0.34 g, 0.0028 mol) was added and the solution was heated to 100° C. for 24 hours. After this time LC-MS indicated the complete consumption of starting material and the mixture was cooled, concentrated under vacuum and purified by flash column chromatography (elution: 70% heptane, 30% EtOAc) to give the title compound (0.3 g, 24% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501410B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-5068cdcca80b424da091e6122b654003 |
| Source note | uspto-grants-2009_03 |