HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-3-Bromopropylphthalimide → 2-[3-(Methylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-3-Bromopropylphthalimide | HCID 21611 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[3-(Methylsulfanyl)propyl]-1H-isoindole-1,3(2H)-dione | HCID 13458997 | — |
Reaction Steps
To a mixture of N-(3-bromopropyl)phthalimide (500 mg) in DMSO (8 mL) was added sodium thiomethoxide (144 mg) and the reaction stirred at room temperature for 16 h. Then with water (2 mL) was added and the mixture stirred at room temperature for 10 min. The reaction was diluted with water (20 mL) and extracted into ethyl acetate (2×20 mL). The combined organics were washed with aqueous brine solution (2×20 mL), dried (MgSO4) and reduced in vacuo to give 2-(3-methylsulfanyl-propyl)-isoindole-1,3-dione as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846929B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-4729a27f5bf1481bb4cf6a9c8ff2f493 |
| Source note | uspto-grants-2010_12 |